Ethynylglycine synthon, a useful precursor for the synthesis of biologically active compounds: an update: part I: preparations of ethynylglycine synthon.

Abstract:

:The ethynylglycine synthon {(R)-2,2-dimethyl-3-(tert-butoxycarbonyl)-4-ethynyloxazolidine} is a chiral compound with valuable synthetic interest. An update on the different routes for its synthesis is reviewed and discussed.

journal_name

Amino Acids

journal_title

Amino acids

authors

Benfodda Z,Bénimélis D,Reginato G,Meffre P

doi

10.1007/s00726-014-1902-0

subject

Has Abstract

pub_date

2015-02-01 00:00:00

pages

271-9

issue

2

eissn

0939-4451

issn

1438-2199

journal_volume

47

pub_type

杂志文章,评审
  • A new method to synthesize creatine derivatives.

    abstract::Creatine is an amino acid that has a pivotal role in energy metabolism of cells. Creatine acts as an "ATP shuttle", carrying ATP to the sites where it is utilized, through its reversible phosphorylation by creatine kinase. Moreover, the creatine-phosphocreatine system delays ATP depletion during anoxia or ischemia, th...

    journal_title:Amino acids

    pub_type: 杂志文章

    doi:10.1007/s00726-013-1525-x

    authors: Garbati P,Salis A,Adriano E,Galatini A,Damonte G,Balestrino M,Millo E

    更新日期:2013-10-01 00:00:00

  • Plasma levels and urinary excretion of amino acids by subjects with renal calculi.

    abstract::Plasma levels and urinary amino acid excretions were estimated by high-performance liquid chromatography in 15 control subjects and 36 stone formers (SFs) classified according to the stone type: (1) 22 cases with calcium oxalate stones; (2) four cases with pure uric acid stones; (3) 10 cases with magnesium-ammonium ph...

    journal_title:Amino acids

    pub_type: 杂志文章,评审

    doi:10.1007/s00726-009-0359-z

    authors: Atanassova SS,Panchev P,Ivanova M

    更新日期:2010-05-01 00:00:00

  • Effect of hyperprolinemia on acetylcholinesterase and butyrylcholinesterase activities in rat.

    abstract::We observed here that acute proline (Pro) administration provoked a decrease (32%) of acetylcholinesterase (AChE) activity in cerebral cortex and an increase (22%) of butyrylcholinesterase (BuChE) activity in the serum of 29-day-old rats. In contrast, chronic administration of Pro did not alter AChE or BuChE activitie...

    journal_title:Amino acids

    pub_type: 杂志文章

    doi:10.1007/s00726-005-0186-9

    authors: Delwing D,Chiarani F,Wannmacher CM,Wajner M,Wyse AT

    更新日期:2005-05-01 00:00:00

  • Functional roles of agmatinase during the peri-implantation period of pregnancy in sheep.

    abstract::This study investigated the effect of agmatine (Agm) in proliferation of ovine trophecdoderm cells (oTr1) as well as the importance of the arginine decarboxylase (ADC) and agmatinase (AGMAT) alternative pathway for synthesis of polyamines in ovine conceptuses during the peri-implantation period of pregnancy. Morpholin...

    journal_title:Amino acids

    pub_type: 杂志文章

    doi:10.1007/s00726-017-2515-1

    authors: Lenis YY,Elmetwally MA,Tang W,Satterfield C,Dunlap K,Wu G,Bazer FW

    更新日期:2018-02-01 00:00:00

  • Selective determination of mimosine and its dihydroxypyridinyl derivative in plant systems.

    abstract::Our observations on the growth stimulatory nature of mimosine, (beta-(3-hydroxy-4-pyridon-1-yl)-L-alanine), the toxic non-protein plant amino acid, in some model experimental systems, warranted sensitive and selective routine estimations. For the determination of both mimosine and DHP, an indirect spectrophotometric m...

    journal_title:Amino acids

    pub_type: 杂志文章

    doi:10.1007/s00726-005-0226-5

    authors: Lalitha K,Rajendra Kulothungan S

    更新日期:2006-10-01 00:00:00

  • Phage display peptide probes for imaging early response to bevacizumab treatment.

    abstract::Early evaluation of cancer response to a therapeutic regimen can help increase the effectiveness of treatment schemes and, by enabling early termination of ineffective treatments, minimize toxicity, and reduce expenses. Biomarkers that provide early indication of tumor therapy response are urgently needed. Solid tumor...

    journal_title:Amino acids

    pub_type: 杂志文章

    doi:10.1007/s00726-010-0548-9

    authors: Cao Q,Liu S,Niu G,Chen K,Yan Y,Liu Z,Chen X

    更新日期:2011-11-01 00:00:00

  • The inhibitory effect of various indolyl amino acid derivatives on arginase activity in macrophages.

    abstract::Numerous indolyl amino acids and their derivatives inhibited arginase activity. The inhibition was found to be non-competitive, - at least partly - allosteric, and independent on manganese ions in the active site, and it cannot be explained by the dissociation of arginase homotrimers. Indole alone is weakly inhibitory...

    journal_title:Amino acids

    pub_type: 杂志文章

    doi:10.1007/s00726-006-0470-3

    authors: Hrabák A,Bajor T,Mészáros G

    更新日期:2008-02-01 00:00:00

  • Transglutaminases and receptor tyrosine kinases.

    abstract::Transglutaminases are confounding enzymes which are known to play key roles in various cellular processes. In this paper, we aim to bring together several pieces of evidence from published research and literature that suggest a potentially vital role for transglutaminases in receptor tyrosine kinases (RTK) signalling....

    journal_title:Amino acids

    pub_type: 杂志文章,评审

    doi:10.1007/s00726-011-1113-x

    authors: Sivaramakrishnan M,Shooter GK,Upton Z,Croll TI

    更新日期:2013-01-01 00:00:00

  • The non-protein amino acid β-N-methylamino-L-alanine in Portuguese cyanobacterial isolates.

    abstract::The tailor made amino acid β-N-methyl-amino-L-alanine (BMAA) is a neurotoxin produced by cyanobacteria. It has been associated with certain forms of progressive neurodegenerative disease, including sporadic Amyotrophic Lateral Sclerosis and Alzheimer's disease. Some different reports of BMAA in cyanobacterial blooms f...

    journal_title:Amino acids

    pub_type: 杂志文章

    doi:10.1007/s00726-011-1057-1

    authors: Cervantes Cianca RC,Baptista MS,Lopes VR,Vasconcelos VM

    更新日期:2012-06-01 00:00:00

  • Structural analysis of membrane-bound hECE-1 dimer using molecular modeling techniques: insights into conformational changes and Aβ1-42 peptide binding.

    abstract::The human endothelin converting enzyme-1 (hECE-1) is a homodimer linked by a single disulfide bridge and has been identified as an important target for Alzheimer's disease. Structural analysis of hECE-1 dimer could lead to design specific and effective therapies against Alzheimer's disease. Hence, in the present study...

    journal_title:Amino acids

    pub_type: 杂志文章

    doi:10.1007/s00726-014-1887-8

    authors: Sonawane KD,Barage SH

    更新日期:2015-03-01 00:00:00

  • Protein-polyamine conjugates by transglutaminase 2 as potential markers for antineoplastic screening of natural compounds.

    abstract::The role of post-translational modification of cell proteins with polyamines, a reaction catalyzed by a tissue tranglutaminase (TG, EC 2.3.2.13), in the induction of cell differentiation, represents an intriguing strategy to control cell proliferation and metastatic ability of different tumor cell lines. In this revie...

    journal_title:Amino acids

    pub_type: 杂志文章,评审

    doi:10.1007/s00726-008-0157-z

    authors: Lentini A,Provenzano B,Tabolacci C,Beninati S

    更新日期:2009-04-01 00:00:00

  • N-acetylcysteine reduces inflammation in the small intestine by regulating redox, EGF and TLR4 signaling.

    abstract::This study determined whether N-acetylcysteine (NAC) could affect intestinal redox status, proinflammatory cytokines, epidermal growth factor (EGF), EGF receptor (EGFR), Toll-like receptor-4 (TLR4), and aquaporin-8 in a lipopolysaccharide (LPS)-challenged piglet model. Eighteen piglets (35-day-old) were randomly alloc...

    journal_title:Amino acids

    pub_type: 杂志文章

    doi:10.1007/s00726-012-1295-x

    authors: Hou Y,Wang L,Yi D,Ding B,Yang Z,Li J,Chen X,Qiu Y,Wu G

    更新日期:2013-09-01 00:00:00

  • Diastereoselective Michael reaction of chiral nickel(II) glycinate with nitroalkenes for asymmetric synthesis of β-substituted α,γ-diaminobutyric acid derivatives in water.

    abstract::We have developed the first operationally simple and environmentally benign protocol for the aqueous asymmetric Michael addition reaction of chiral nickel(II) glycinate with nitroalkenes. The reactions proceeded smoothly in the presence of TBAB (tetrabutyl ammonium bromide) in neat water at room temperature and provid...

    journal_title:Amino acids

    pub_type: 杂志文章

    doi:10.1007/s00726-011-0870-x

    authors: Wang J,Ji X,Shi J,Sun H,Jiang H,Liu H

    更新日期:2012-05-01 00:00:00

  • Predicting protein-protein interactions from sequence using correlation coefficient and high-quality interaction dataset.

    abstract::Identifying protein-protein interactions (PPIs) is critical for understanding the cellular function of the proteins and the machinery of a proteome. Data of PPIs derived from high-throughput technologies are often incomplete and noisy. Therefore, it is important to develop computational methods and high-quality intera...

    journal_title:Amino acids

    pub_type: 杂志文章

    doi:10.1007/s00726-009-0295-y

    authors: Shi MG,Xia JF,Li XL,Huang DS

    更新日期:2010-03-01 00:00:00

  • Influence of phosphate ion on the fluorescence of 3-fluorotyrosine.

    abstract::3-Fluorotyrosine fluorescence is quenched effectively by phosphate ions not only by a dynamic but also by a static mechanism owing to H-bond complex formation in ground state. 3-Fluorotyrosine pKa values both in the ground and first excited state (8.3 and 4, respectively) are appreciably lower than those of tyrosine, ...

    journal_title:Amino acids

    pub_type: 杂志文章

    doi:10.1007/BF00805830

    authors: Vdovenko SI,Kolycheva MT,Gerus II,Kukhar VP

    更新日期:1993-10-01 00:00:00

  • Up-regulation of HIF-1α is associated with neuroprotective effects of agmatine against rotenone-induced toxicity in differentiated SH-SY5Y cells.

    abstract::Agmatine, a metabolite generated by arginine decarboxylation, has been reported as neuromodulator and neuroactive substance. Several findings suggest that agmatine displays neuroprotective effects in several models of neurodegenerative disorders, such as Parkinson's disease (PD). It has been hypothesized that biogenic...

    journal_title:Amino acids

    pub_type: 杂志文章

    doi:10.1007/s00726-019-02759-6

    authors: Ferlazzo N,Currò M,Giunta ML,Longo D,Rizzo V,Caccamo D,Ientile R

    更新日期:2020-02-01 00:00:00

  • Enantiopure beta3-amino acids-2,2-d2 via homologation of proteinogenic alpha-amino acids.

    abstract::A procedure for the synthesis of enantiopure beta3-amino acids from proteinogenic alpha-amino acids, developed by our group a few years ago, has been modified to enable the production of C-2 fully deuterated, C-protected beta3-amino acids and, even more important, the synthesis of valuable deuterium labelled N(Boc)-pr...

    journal_title:Amino acids

    pub_type: 杂志文章

    doi:10.1007/s00726-006-0384-0

    authors: Caputo R,Longobardo L

    更新日期:2007-01-01 00:00:00

  • An improved protocol for the preparation of (S)-vinylglycine from (S)-methionine.

    abstract::We present an optimized procedure for the synthesis of (S)-vinylglycine from (S)-methionine. The key step is a solvent free pyrolysis of an intermediate sulfoxide at high temperature. Using our optimized reaction conditions, Cbz-protected vinylglycine was obtained in high yield and with almost no side products. The pr...

    journal_title:Amino acids

    pub_type: 杂志文章

    doi:10.1007/s00726-009-0460-3

    authors: Küchenthal CH,Migenda J,Polednia M,Maison W

    更新日期:2010-07-01 00:00:00

  • Role of curcumin in the conversion of asparagine into acrylamide during heating.

    abstract::This study aimed to investigate the ability of curcumin to convert asparagine into acrylamide during heating at different temperatures. Binary and ternary model systems of asparagine-curcumin and asparagine-curcumin-fructose were used to determine the role of curcumin on acrylamide formation in competitive and uncompe...

    journal_title:Amino acids

    pub_type: 杂志文章

    doi:10.1007/s00726-011-1179-5

    authors: Hamzalıoğlu A,Mogol BA,Lumaga RB,Fogliano V,Gökmen V

    更新日期:2013-06-01 00:00:00

  • Observations on the relationship between the extracellular changes of taurine and glutamate during cortical spreading depression, during ischemia, and within the area surrounding a thrombotic infarct.

    abstract::Taurine and glutamate were monitored by microdialysis technique during various cerebral insults: a. Application of K+ triggered a cortical spreading depression (CSD). Taurine and glutamate increased concomitantly but recovery of glutamate was faster than that of taurine. b. Application of NMDA induced also CSD but onl...

    journal_title:Amino acids

    pub_type: 杂志文章

    doi:10.1007/s007260070007

    authors: Scheller D,Szathmary S,Kolb J,Tegtmeier F

    更新日期:2000-01-01 00:00:00

  • Antiamnesic properties of analogs and mimetics of the tripeptide human urocortin 3.

    abstract::Amnesia is a deficit in memory caused by brain damage, disease, or trauma. Until now, there are no successful medications on the drug market available to treat amnesia. Short analogs and mimetics of human urocortin 3 (Ucn 3) tripeptide were synthetized and tested for their action against amnesia induced by eletroconvu...

    journal_title:Amino acids

    pub_type: 杂志文章

    doi:10.1007/s00726-016-2268-2

    authors: Telegdy G,Kovács AK,Rákosi K,Zarándi M,Tóth GK

    更新日期:2016-09-01 00:00:00

  • Adaptative response of nitrogen metabolism in early endotoxemia: role of ornithine aminotransferase.

    abstract::Arginine (Arg) and glutamine (Gln) utilization is greatly increased during catabolic stress. While the supply of both amino acids has been advocated in this situation, arginine administration is possibly associated with deleterious effects. From a metabolic point of view, these two amino acids are reciprocal precursor...

    journal_title:Amino acids

    pub_type: 杂志文章

    doi:10.1007/s00726-010-0601-8

    authors: Ventura G,Moinard C,Segaud F,Le Plenier S,Cynober L,De Bandt JP

    更新日期:2010-11-01 00:00:00

  • Effect of tryptophan on rat hepatic nuclear poly(A)polymerase activity.

    abstract::Addition of poly(A) to hnRNA in the cell nucleus is a post-transcriptional event and is presumed to be brought about by a specific poly(A)polymerase. Since it is known that tryptophan rapidly increases the cytoplasmic levels of polyadenylated mRNA, it was of interest to investigate whether the essential amino acid, tr...

    journal_title:Amino acids

    pub_type: 杂志文章

    doi:10.1007/BF00805989

    authors: Kurl RN,Verney E,Sidransky H

    更新日期:1993-06-01 00:00:00

  • Cupiennin 1a exhibits a remarkably broad, non-stereospecific cytolytic activity on bacteria, protozoan parasites, insects, and human cancer cells.

    abstract::Cupiennin 1a, a cytolytic peptide isolated from the venom of the spider Cupiennius salei, exhibits broad membranolytic activity towards bacteria, trypanosomes, and plasmodia, as well as human blood and cancer cells. In analysing the cytolytic activity of synthesised all-D: - and all-L: -cupiennin 1a towards pro- and e...

    journal_title:Amino acids

    pub_type: 杂志文章

    doi:10.1007/s00726-009-0471-0

    authors: Kuhn-Nentwig L,Willems J,Seebeck T,Shalaby T,Kaiser M,Nentwig W

    更新日期:2011-01-01 00:00:00

  • The plant extracellular transglutaminase: what mammal analogues tell.

    abstract::The extracellular transglutaminases (TGs) in eukaryotes are responsible for the post-translational modification of proteins through different reactions, cross-linking being the best known. In higher plants, extracellular TG appears to be involved in roles similar to those performed by the mammalian counterparties. Sin...

    journal_title:Amino acids

    pub_type: 杂志文章,评审

    doi:10.1007/s00726-013-1605-y

    authors: Del Duca S,Verderio E,Serafini-Fracassini D,Iorio R,Cai G

    更新日期:2014-03-01 00:00:00

  • Simultaneous stable-isotope dilution GC-MS measurement of homoarginine, guanidinoacetate and their common precursor arginine in plasma and their interrelationships in healthy and diseased humans.

    abstract::Low concentrations of L-homoarginine (hArg) in plasma or serum and urine have recently emerged as a novel cardiovascular risk factor. Previously, we reported gas chromatography-mass spectrometry (GC-MS) and GC-tandem MS (GC-MS/MS) methods for the quantitative determination of hArg and Arg in plasma, serum, urine and o...

    journal_title:Amino acids

    pub_type: 杂志文章

    doi:10.1007/s00726-015-2120-0

    authors: Hanff E,Kayacelebi AA,Yanchev GR,Maassen N,Haghikia A,Tsikas D

    更新日期:2016-03-01 00:00:00

  • Central regulation of feeding behavior through neuropeptides and amino acids in neonatal chicks.

    abstract::Animals at the neonatal stage have to eat more to support better growth and health. However, it is difficult to understand the mechanism of feeding during an early stage of life in the brain of the rodent model. Chickens are precocial and they can look for their food by themselves right after hatching. Neonatal chicks...

    journal_title:Amino acids

    pub_type: 杂志文章,评审

    doi:10.1007/s00726-019-02762-x

    authors: Tran PV,Chowdhury VS,Furuse M

    更新日期:2019-08-01 00:00:00

  • Regulation of L-alanine-initiated germination ofBacillus subtilis spores by alanine racemase.

    abstract::Germination ofBacillus subtilis spores was initiated by L-Ala and competitively inhibited by D-Ala, suggesting the presence of an alanine receptor. The spores showed alanine racemase activity in the spore coat. To investigate the role of alanine racemase (L → D) on germination, net racemase activity was determined usi...

    journal_title:Amino acids

    pub_type: 杂志文章

    doi:10.1007/BF00805804

    authors: Yasuda Y,Kanda K,Nishioka S,Tanimoto Y,Kato C,Saito A,Fukuchi S,Nakanishi Y,Tochikubo K

    更新日期:1993-02-01 00:00:00

  • Creatine supplementation as a possible new therapeutic approach for fatty liver disease: early findings.

    abstract::Over the last few years, consistent data have demonstrated that creatine (Cr) supplementation prevents the accumulation of fat in rat liver as well as the progression of fatty liver disease in different situations. Studies have demonstrated that Cr is effective and prevents fatty liver in high-fat and choline-deficien...

    journal_title:Amino acids

    pub_type: 杂志文章,评审

    doi:10.1007/s00726-016-2183-6

    authors: Deminice R,de Castro GS,Brosnan ME,Brosnan JT

    更新日期:2016-08-01 00:00:00

  • Cell specificity and molecular mechanism of antibacterial and antitumor activities of carboxyl-terminal RWL-tagged antimicrobial peptides.

    abstract::Antimicrobial peptides (AMPs) constitute a diverse class of naturally occurring or synthetic antimicrobial molecules that have potential for use in the treatment of drug-resistant infections. Several undesirable properties of AMPs, however, may ultimately hinder their development as antimicrobial agents. Thus, new syn...

    journal_title:Amino acids

    pub_type: 杂志文章

    doi:10.1007/s00726-014-1761-8

    authors: Dong N,Zhu X,Lv YF,Ma QQ,Jiang JG,Shan AS

    更新日期:2014-09-01 00:00:00