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Chemical Compound Review:

Glitsin 2-[(4- hydroxyphenyl)amino]ethanoic acid

Synonyms: Monazol, Iconyl, NPHPG, Photoglycine, N-PHPG, ...

Hubbard, B.K. et al., Gunsior, M. et al., Nisbet, L.J. et al.

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Disease relevance of Glycin

Chlorocardicin is a new monocyclic beta-lactam produced by a Streptomyces sp. It is structurally related to nocardicin A but differs in having a m-chloro substituent on the p-hydroxyphenylglycine unit [1].

High impact information on Glycin

Among these are a two-protein nonribosomal peptide synthetase system, p-hydroxyphenylglycine biosynthetic genes, an S-adenosylmethionine-dependent 3-amino-3-carboxypropyl transferase (Nat), and a cytochrome P450 [2].
In particular, for the vancomycin group of antibiotics p-hydroxyphenylglycine plays a structural role in formation of the rigid conformation of the central heptapeptide aglycone in addition to being the site of glycosylation [3].

References

Chlorocardicin, a monocyclic beta-lactam from a Streptomyces sp. I. Discovery, production and biological activities. Nisbet, L.J., Mehta, R.J., Oh, Y., Pan, C.H., Phelen, C.G., Polansky, M.J., Shearer, M.C., Giovenella, A.J., Grappel, S.F. J. Antibiot. (1985) [Pubmed]
The biosynthetic gene cluster for a monocyclic beta-lactam antibiotic, nocardicin A. Gunsior, M., Breazeale, S.D., Lind, A.J., Ravel, J., Janc, J.W., Townsend, C.A. Chem. Biol. (2004) [Pubmed]
Biosynthesis of L-p-hydroxyphenylglycine, a non-proteinogenic amino acid constituent of peptide antibiotics. Hubbard, B.K., Thomas, M.G., Walsh, C.T. Chem. Biol. (2000) [Pubmed]

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