Abstract:
:The design, synthesis and application of a new fluorescent-labeling reagent for collagen has been developed as a prerequisite for the design of a photoactivated collagen-crosslinking compound for surgical wound closure. The amine groups in collagen are the targets of a rational design for a new fluorophore because natural collagen crosslinks are formed between primary (1(o)) amine groups of lysine and hydroxylysine. The availability of 1(o) amines for crosslinking in native collagenous tissues was evaluated by reacting tendon and corneal samples with o-phthalaldehyde and dansyl chloride, fluorophores commonly used for the detection of 1(o) and 2(o) amines. The resulting fluorescent collagen fibrils indicated the presence of amines in native tissue. Subsequently, a photoactivated fluorescent label for 1(o) and 2(o) amines, coumaryl gamma-amino-butyric acid diazopyruvate (CGDP), was designed and synthesized. CGDP was first used to photolabel poly-L-lysine, forming a fluorescent, covalent bond to the 1(o) amine. CGDP was then photoreacted with corneal and tendon tissue samples to produce CGDP fluorescent-labeled samples that were statistically significantly more fluorescent than were the controls. These experiments support the postulate that 1(o) or 2(o) (or both) amines in native collagenous tissues are available to serve as targets for photoactivated collagen crosslinkers for wound closure.
journal_name
Photochem Photobioljournal_title
Photochemistry and photobiologyauthors
Timberlake GT,Reddy GK,Stehno-Bittel L,Weber JF,Amslinger S,Givens RSdoi
10.1562/0031-8655(2002)076<0473:pcdflf>2.0.co;2subject
Has Abstractpub_date
2002-11-01 00:00:00pages
473-9issue
5eissn
0031-8655issn
1751-1097journal_volume
76pub_type
杂志文章abstract::The ultraviolet (UV) component of solar radiation is the driving force of life on earth, but it can cause photoaging and skin cancer. In this study, we investigated the effects of the glucosamine-derivative 2-(N-Acetyl)-L-phenylalanylamido-2-deoxy-β-D-glucose (NAPA) on human primary fibroblasts (FBs) stimulated in vit...
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journal_title:Photochemistry and photobiology
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