Biosynthesis of vitamin B12: structure of precorrin-6x octamethyl ester.

Abstract:

:13C-labeled precorrin-6x is biosynthesized by cell-free protein preparations from Pseudomonas denitrificans in separate experiments using delta-amino[5-13C]levulinic acid and the corresponding delta-amino[4-13C]- and delta-amino[3-13C]levulinic acid-labeled forms in conjunction with S-[methyl-13C]adenosylmethionine for the latter two experiments. These labeled precorrin-6x samples, as their octamethyl esters, are studied by a range of NMR techniques. In addition, nuclear Overhauser effect difference measurements are made on unlabeled precorrin-6x ester to determine connectivities. The structure 6a so established for precorrin-6x ester (i) confirms the results reported in the preceding paper that precorrin-6x has a ring-contracted macrocycle, still carries the C-12 acetate residue, and stands at the oxidation level of a dehydrocorrin; (ii) reveals the unexpected methylation at C-11 not C-12, leading to a structure with separated chromophores; and (iii) implies that methyl migration from C-11 to C-12 occurs when precorrin-6x is converted into hydrogenobyrinic acid. Proposals for the biosynthesis of the corrin macrocycle of hydrogenobyrinic acid and vitamin B12 are made.

authors

Thibaut D,Blanche F,Debussche L,Leeper FJ,Battersby AR

doi

10.1073/pnas.87.22.8800

subject

Has Abstract

pub_date

1990-11-01 00:00:00

pages

8800-4

issue

22

eissn

0027-8424

issn

1091-6490

journal_volume

87

pub_type

杂志文章
  • Nuclear magnetic resonance imaging and spectroscopy of human brain function.

    abstract::The techniques of in vivo magnetic resonance (MR) imaging and spectroscopy have been established over the past two decades. Recent applications of these methods to study human brain function have become a rapidly growing area of research. The development of methods using standard MR contrast agents within the cerebral...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章,评审

    doi:10.1073/pnas.90.8.3127

    authors: Shulman RG,Blamire AM,Rothman DL,McCarthy G

    更新日期:1993-04-15 00:00:00

  • Self/nonself recognition in ascidian fertilization: vitelline coat protein HrVC70 is a candidate allorecognition molecule.

    abstract::Ascidians are hermaphrodites releasing sperm and eggs simultaneously, but many species are self-sterile because of a self/nonself-recognition system in spermegg interaction. Here, we show that a 70-kDa vitelline coat protein, HrVC70, consisting of 12 epidermal growth factor-like repeats, plays a key role in self/nonse...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章

    doi:10.1073/pnas.0401928101

    authors: Sawada H,Tanaka E,Ban S,Yamasaki C,Fujino J,Ooura K,Abe Y,Matsumoto K,Yokosawa H

    更新日期:2004-11-02 00:00:00

  • Interaction of the Wiskott-Aldrich syndrome protein with sorting nexin 9 is required for CD28 endocytosis and cosignaling in T cells.

    abstract::The Wiskott-Aldrich syndrome protein (WASp) plays a major role in coupling T cell antigen receptor (TCR) stimulation to induction of actin cytoskeletal changes required for T cell activation. Here, we report that WASp inducibly binds the sorting nexin 9 (SNX9) in T cells and that WASp, SNX9, p85, and CD28 colocalize w...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章

    doi:10.1073/pnas.0610543104

    authors: Badour K,McGavin MK,Zhang J,Freeman S,Vieira C,Filipp D,Julius M,Mills GB,Siminovitch KA

    更新日期:2007-01-30 00:00:00

  • Bodily maps of emotions.

    abstract::Emotions are often felt in the body, and somatosensory feedback has been proposed to trigger conscious emotional experiences. Here we reveal maps of bodily sensations associated with different emotions using a unique topographical self-report method. In five experiments, participants (n = 701) were shown two silhouett...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章

    doi:10.1073/pnas.1321664111

    authors: Nummenmaa L,Glerean E,Hari R,Hietanen JK

    更新日期:2014-01-14 00:00:00

  • Endothelial NMDA receptors mediate activity-dependent brain hemodynamic responses in mice.

    abstract::Dynamic coupling of blood supply with energy demand is a natural brain property that requires signaling between synapses and endothelial cells. Our previous work showed that cortical arteriole lumen diameter is regulated by N-methyl-d-aspartate receptors (NMDARs) expressed by brain endothelial cells. The purpose of th...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章

    doi:10.1073/pnas.1902647116

    authors: Hogan-Cann AD,Lu P,Anderson CM

    更新日期:2019-05-21 00:00:00

  • Change in nuclear potassium electrochemical activity and puffing of potassium-sensitive salivary chromosome regions during Chironomus development.

    abstract::Changes in nuclear K+ electrochemical activity and total nuclear K+ content in salivary glands of Chironomus tentans were measured with ion-selective microelectrodes based on valinomycin and with flameless atomic absorption spectrometry, respectively. The K+ activity increased by a factor of 2.6 and the total K+, by a...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章

    doi:10.1073/pnas.76.2.806

    authors: Wuhrmann P,Ineichen H,Riesen-Willi U,Lezzi M

    更新日期:1979-02-01 00:00:00

  • Nucleotide sequencing of DNA: preliminary characterization of the products of specific cleavages at guanine, cytosine, or adenine residues (bacteriophage M13-ribosubstitution-DNA polymerase I-electrophoresis-two-dimensional fingerprinting).

    abstract::DNA synthesized in vitro from a phage M13 template has been cleaved at either guanine, adenine, or cytosine residues by ribosubstitution techniques. Fingerprints of the fragments obtained suggest that DNA sequencing will be possible with this technique. ...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章

    doi:10.1073/pnas.69.1.238

    authors: Salser W,Fry K,Brunk C,Poon R

    更新日期:1972-01-01 00:00:00

  • The base rate principle and the fairness principle in social judgment.

    abstract::Meet Jonathan and Elizabeth. One person is a doctor and the other is a nurse. Who is the doctor? When nothing else is known, the base rate principle favors Jonathan to be the doctor and the fairness principle favors both individuals equally. However, when individuating facts reveal who is actually the doctor, base rat...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章

    doi:10.1073/pnas.1524268113

    authors: Cao J,Banaji MR

    更新日期:2016-07-05 00:00:00

  • Structure and function of bacterial ribosomes. XI. Dependence of 50S ribosomal assembly on simultaneous assembly of 30S subunits.

    abstract::Some spectinomycin-resistant mutants of Escherichia coli are cold-sensitive. They are unable to assemble both 30S and 50S ribosomal subunits at low temperatures. They accumulate two kinds of incomplete particles, related to 30S and 50S subunits respectively. A single mutation, causing an alteration in a 30S ribosomal ...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章

    doi:10.1073/pnas.67.3.1440

    authors: Nashimoto H,Nomura M

    更新日期:1970-11-01 00:00:00

  • Magnetic field tomography of coherent thalamocortical 40-Hz oscillations in humans.

    abstract::This paper introduces the use of magnetic field tomography (MFT), a noninvasive technique based on distributed source analysis of magnetoencephalography data, which makes possible the three-dimensional reconstruction of dynamic brain activity in humans. MFT has a temporal resolution better than 1 msec and a spatial ac...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章

    doi:10.1073/pnas.88.24.11037

    authors: Ribary U,Ioannides AA,Singh KD,Hasson R,Bolton JP,Lado F,Mogilner A,Llinás R

    更新日期:1991-12-15 00:00:00

  • AtFtsH6 is involved in the degradation of the light-harvesting complex II during high-light acclimation and senescence.

    abstract::Degradation of the most abundant membrane protein on earth, the light-harvesting complex of Photosystem II (LHC II), is highly regulated under various environmental conditions, e.g., light stress, to prevent photochemical damage to the reaction center. We identified the LHC II degrading protease in Arabidopsis thalian...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章

    doi:10.1073/pnas.0503472102

    authors: Zelisko A,García-Lorenzo M,Jackowski G,Jansson S,Funk C

    更新日期:2005-09-20 00:00:00

  • Estrogen-related receptor-α is a metabolic regulator of effector T-cell activation and differentiation.

    abstract::Stimulation of resting CD4(+) T lymphocytes leads to rapid proliferation and differentiation into effector (Teff) or inducible regulatory (Treg) subsets with specific functions to promote or suppress immunity. Importantly, Teff and Treg use distinct metabolic programs to support subset specification, survival, and fun...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章

    doi:10.1073/pnas.1108856108

    authors: Michalek RD,Gerriets VA,Nichols AG,Inoue M,Kazmin D,Chang CY,Dwyer MA,Nelson ER,Pollizzi KN,Ilkayeva O,Giguere V,Zuercher WJ,Powell JD,Shinohara ML,McDonnell DP,Rathmell JC

    更新日期:2011-11-08 00:00:00

  • Sir-two-homolog 2 (Sirt2) modulates peripheral myelination through polarity protein Par-3/atypical protein kinase C (aPKC) signaling.

    abstract::The formation of myelin by Schwann cells (SCs) occurs via a series of orchestrated molecular events. We previously used global expression profiling to examine peripheral nerve myelination and identified the NAD(+)-dependent deacetylase Sir-two-homolog 2 (Sirt2) as a protein likely to be involved in myelination. Here, ...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章

    doi:10.1073/pnas.1104969108

    authors: Beirowski B,Gustin J,Armour SM,Yamamoto H,Viader A,North BJ,Michán S,Baloh RH,Golden JP,Schmidt RE,Sinclair DA,Auwerx J,Milbrandt J

    更新日期:2011-10-25 00:00:00

  • Tetrahymena thermophila glutamine tRNA and its gene that corresponds to UAA termination codon.

    abstract::Nucleotide sequence analysis of one of several tRNA genes cloned from Tetrahymena thermophila macronuclear DNA indicated that it corresponds to a tRNA species having TTA as anticodon. Subsequently, the tRNA species corresponding to that gene was isolated and its nucleotide sequence was determined by post-labeling tech...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章

    doi:10.1073/pnas.82.14.4758

    authors: Kuchino Y,Hanyu N,Tashiro F,Nishimura S

    更新日期:1985-07-01 00:00:00

  • Transcriptional signature with differential expression of BCL6 target genes accurately identifies BCL6-dependent diffuse large B cell lymphomas.

    abstract::Diffuse large B cell lymphomas (DLBCLs) often express BCL6, a transcriptional repressor required for the formation of normal germinal centers. In a subset of DLBCLs, BCL6 is deregulated by chromosomal translocations or aberrant somatic hypermutation; in other tumors, BCL6 expression may simply reflect germinal center ...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章

    doi:10.1073/pnas.0611399104

    authors: Polo JM,Juszczynski P,Monti S,Cerchietti L,Ye K,Greally JM,Shipp M,Melnick A

    更新日期:2007-02-27 00:00:00

  • Expression of utrophin A mRNA correlates with the oxidative capacity of skeletal muscle fiber types and is regulated by calcineurin/NFAT signaling.

    abstract::Utrophin levels have recently been shown to be more abundant in slow vs. fast muscles, but the nature of the molecular events underlying this difference remains to be fully elucidated. Here, we determined whether this difference is due to the expression of utrophin A or B, and examined whether transcriptional regulato...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章

    doi:10.1073/pnas.0932671100

    authors: Chakkalakal JV,Stocksley MA,Harrison MA,Angus LM,Deschenes-Furry J,St-Pierre S,Megeney LA,Chin ER,Michel RN,Jasmin BJ

    更新日期:2003-06-24 00:00:00

  • High risk of near-crash driving events following night-shift work.

    abstract::Night-shift workers are at high risk of drowsiness-related motor vehicle crashes as a result of circadian disruption and sleep restriction. However, the impact of actual night-shift work on measures of drowsiness and driving performance while operating a real motor vehicle remains unknown. Sixteen night-shift workers ...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章

    doi:10.1073/pnas.1510383112

    authors: Lee ML,Howard ME,Horrey WJ,Liang Y,Anderson C,Shreeve MS,O'Brien CS,Czeisler CA

    更新日期:2016-01-05 00:00:00

  • The effect of climate variations on the dynamics of pasture-livestock interactions under cooperative and noncooperative management.

    abstract::It is well known from Hardin's "Tragedy of the Commons" [Hardin G (1968) Science 162:1243-1248] that, if open access is allowed, overgrazing typically results. Hardin, and most authors of the subsequent literature, adopted a static view of the underlying ecosystem. Here we extend this tragedy of the commons to conside...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章

    doi:10.1073/pnas.0706553104

    authors: Brekke KA,Øksendal B,Stenseth NC

    更新日期:2007-09-11 00:00:00

  • Particles containing RNA-instructed DNA polymerase and virus-related RNA in human breast cancers.

    abstract::Human breast cancers contain an RNA related to that of mouse mammary tumor virus. In 79% of the breast malignancies examined, this type of RNA is a 70S-component encapsulated with RNA-instructed DNA polymerase in a particle possessing the density characteristics of RNA tumor viruses. Further, the DNA synthesized by th...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章

    doi:10.1073/pnas.69.11.3133

    authors: Axel R,Gulati SC,Spiegelman S

    更新日期:1972-11-01 00:00:00

  • Molecular basis for the exquisite sensitivity of Mycobacterium tuberculosis to isoniazid.

    abstract::The exceptional sensitivity of Mycobacterium tuberculosis to isonicotinic acid hydrazide (INH) lacks satisfactory definition. M. tuberculosis is a natural mutant in oxyR, a central regulator of peroxide stress response. The ahpC gene, which encodes a critical subunit of alkyl hydroperoxide reductase, is one of the tar...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章

    doi:10.1073/pnas.93.23.13212

    authors: Zhang Y,Dhandayuthapani S,Deretic V

    更新日期:1996-11-12 00:00:00

  • Potential downside of high initial visual acuity.

    abstract::Children who are treated for congenital cataracts later exhibit impairments in configural face analysis. This has been explained in terms of a critical period for the acquisition of normal face processing. Here, we consider a more parsimonious account according to which deficits in configural analysis result from the ...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章

    doi:10.1073/pnas.1800901115

    authors: Vogelsang L,Gilad-Gutnick S,Ehrenberg E,Yonas A,Diamond S,Held R,Sinha P

    更新日期:2018-10-30 00:00:00

  • Molecular cloning of avian myelocytomatosis virus (MC29) transforming sequences.

    abstract::Avian myelocytomatosis virus (MC29), a defective acute leukemia virus, has a broad oncogenic spectrum in vivo and transforms fibroblasts and hematopoietic target cells in vitro. We have used recombinant DNA technology to isolate and to characterize the sequences that are essential in the transformation process. Integr...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章

    doi:10.1073/pnas.78.3.1518

    authors: Lautenberger JA,Schulz RA,Garon CF,Tsichlis PN,Papas TS

    更新日期:1981-03-01 00:00:00

  • Comprehensive, high-resolution binding energy landscapes reveal context dependencies of transcription factor binding.

    abstract::Transcription factors (TFs) are primary regulators of gene expression in cells, where they bind specific genomic target sites to control transcription. Quantitative measurements of TF-DNA binding energies can improve the accuracy of predictions of TF occupancy and downstream gene expression in vivo and shed light on h...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章

    doi:10.1073/pnas.1715888115

    authors: Le DD,Shimko TC,Aditham AK,Keys AM,Longwell SA,Orenstein Y,Fordyce PM

    更新日期:2018-04-17 00:00:00

  • Rate enhancement of reconstitution of glyceraldehyde-3-phosphate dehydrogenase by a covalently bound coenzyme analog.

    abstract::Kinetic analysis of the in vitro reconstitution of glyceraldehyde-3-phosphate dehydrogenase [D-glyceraldehyde-3-phosphate:NAD+ oxidoreductase (phosphorylating), EC 1.2.1.12] from yeast showed that both oxidized and reduced coenzyme enhance the transconformation reaction, which is rate limiting in the sequential foldin...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章

    doi:10.1073/pnas.77.4.1966

    authors: Jaenicke R,Krebs H,Rudolph R,Woenckhaus C

    更新日期:1980-04-01 00:00:00

  • Bovine protein C: amino acid sequence of the light chain.

    abstract::The amino acid sequence of the light chain of bovine protein C was determined by sequenator analysis of the carboxymethylated light chain and fragments obtained by cyanogen bromide treatment, tryptic digestion after blocking of lysine residues, and cleavage with 2-(2-nitrophenylsulfenyl)-3-methyl-3-bromoindolenine (BN...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章

    doi:10.1073/pnas.75.12.5889

    authors: Fernlund P,Stenflo J,Tufvesson A

    更新日期:1978-12-01 00:00:00

  • Closed-form density-based framework for automatic detection of cellular morphology changes.

    abstract::A primary method for studying cellular function is to examine cell morphology after a given manipulation. Fluorescent markers attached to proteins/intracellular structures of interest in conjunction with 3D fluorescent microscopy are frequently exploited for functional analysis. Despite the central role of morphology ...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章

    doi:10.1073/pnas.1117796109

    authors: Duong T,Goud B,Schauer K

    更新日期:2012-05-29 00:00:00

  • Crystal structure of type I ryanodine receptor amino-terminal beta-trefoil domain reveals a disease-associated mutation "hot spot" loop.

    abstract::Muscle contraction and relaxation is regulated by transient elevations of myoplasmic Ca(2+). Ca(2+) is released from stores in the lumen of the sarco(endo)plasmic reticulum (SER) to initiate formation of the Ca(2+) transient by activation of a class of Ca(2+) release channels referred to as ryanodine receptors (RyRs) ...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章

    doi:10.1073/pnas.0905186106

    authors: Amador FJ,Liu S,Ishiyama N,Plevin MJ,Wilson A,MacLennan DH,Ikura M

    更新日期:2009-07-07 00:00:00

  • TRPM8 activation attenuates inflammatory responses in mouse models of colitis.

    abstract::Transient Receptor Potential Melastatin-8 (TRPM8), a recently identified member of the transient receptor potential (TRP) family of ion channels, is activated by mild cooling and by chemical compounds such as the supercooling agent, icilin. Since cooling, possibly involving TRPM8 stimulation, diminishes injury-induced...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章

    doi:10.1073/pnas.1217431110

    authors: Ramachandran R,Hyun E,Zhao L,Lapointe TK,Chapman K,Hirota CL,Ghosh S,McKemy DD,Vergnolle N,Beck PL,Altier C,Hollenberg MD

    更新日期:2013-04-30 00:00:00

  • Membrane lipid saturation activates endoplasmic reticulum unfolded protein response transducers through their transmembrane domains.

    abstract::Endoplasmic reticulum (ER) stress sensors use a related luminal domain to monitor the unfolded protein load and convey the signal to downstream effectors, signaling an unfolded protein response (UPR) that maintains compartment-specific protein folding homeostasis. Surprisingly, perturbation of cellular lipid compositi...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章

    doi:10.1073/pnas.1217611110

    authors: Volmer R,van der Ploeg K,Ron D

    更新日期:2013-03-19 00:00:00

  • Myofibrillogenesis visualized in living embryonic cardiomyocytes.

    abstract::Myofibril formation was visualized in cultured live cardiomyocytes that were transfected with plasmids expressing green fluorescent protein (GFP) linked to the Z-band protein, alpha-actinin. The expression of this fluorescent protein provided an in vivo label for structures containing alpha-actinin. The GFP-alpha-acti...

    journal_title:Proceedings of the National Academy of Sciences of the United States of America

    pub_type: 杂志文章

    doi:10.1073/pnas.94.17.9493

    authors: Dabiri GA,Turnacioglu KK,Sanger JM,Sanger JW

    更新日期:1997-08-19 00:00:00