L-Methioninamide

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L-Methioninamide
Category Others
Catalog number BBF-05682
CAS 4510-08-1
Molecular Weight 148.20
Molecular Formula C5H12N2OS
Purity 95%

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Specification

Synonyms H-Met-NH2; Methioninamide
IUPAC Name (S)-2-amino-4-(methylthio)butanamide
Canonical SMILES CSCCC(C(=O)N)N
InChI InChI=1S/C5H12N2OS/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H2,7,8)/t4-/m0/s1
InChI Key GSYTVXOARWSQSV-BYPYZUCNSA-N

Properties

Boiling Point 332.7°C at 760 mmHg
Density 1.141 g/cm3

Reference Reading

1.Persistent epithelial defects due to neurotrophic keratopathy treated with a substance p-derived peptide and insulin-like growth factor 1.
Nishida T1, Chikama T, Morishige N, Yanai R, Yamada N, Saito J. Jpn J Ophthalmol. 2007 Nov-Dec;51(6):442-7. Epub 2007 Dec 21.
PURPOSE: The loss of corneal sensation results in the development of persistent corneal epithelial defects. The combination of a substance P-derived peptide, phenylalanine -glycine-leucine-methionine (FGLM)-amide, and insulin-like growth factor 1 (IGF-1) stimulates corneal epithelial migration in vitro and corneal epithelial wound closure in vivo. The clinical efficacy of eye drops containing FGLM-amide and IGF-1 for the treatment of persistent epithelial defects in individuals with neurotrophic keratopathy was examined in a prospective open study.
2.The minimum peptides of IGF-1 and substance P protect vestibular hair cells against neomycin ototoxicity.
Yoshida S1, Sugahara K, Hashimoto M, Hirose Y, Shimogori H, Yamashita H. Acta Otolaryngol. 2015 May;135(5):411-5. doi: 10.3109/00016489.2014.979438. Epub 2015 Mar 5.
CONCLUSIONS: Our data indicate that SSSR and SSSR + FGLM-NH2 protect sensory hair cells against neomycin-induced death in the vestibular epithelium. In addition, the results show that SSSR and FGLM-NH2 can be used as protective molecules against aminoglycoside ototoxicity.
3.Enzyme-substrate binding landscapes in the process of nitrile biodegradation mediated by nitrile hydratase and amidase.
Zhang Y1, Zeng Z, Zeng G, Liu X, Chen M, Liu L, Liu Z, Xie G. Appl Biochem Biotechnol. 2013 Aug;170(7):1614-23. doi: 10.1007/s12010-013-0276-1. Epub 2013 May 29.
The continuing discharge of nitriles in various industrial processes has caused serious environmental consequences of nitrile pollution. Microorganisms possess several nitrile-degrading pathways by direct interactions of nitriles with nitrile-degrading enzymes. However, these interactions are largely unknown and difficult to experimentally determine but important for interpretation of nitrile metabolisms and design of nitrile-degrading enzymes with better nitrile-converting activity. Here, we undertook a molecular modeling study of enzyme-substrate binding modes in the bi-enzyme pathway for degradation of nitrile to acid. Docking results showed that the top substrates having favorable interactions with nitrile hydratase from Rhodococcus erythropolis AJ270 (ReNHase), nitrile hydratase from Pseudonocardia thermophila JCM 3095 (PtNHase), and amidase from Rhodococcus sp. N-771 (RhAmidase) were benzonitrile, 3-cyanopyridine, and L-methioninamide, respectively.
4.Translational research in corneal epithelial wound healing.
Nishida T1. Eye Contact Lens. 2010 Sep;36(5):300-4. doi: 10.1097/ICL.0b013e3181f016d0.
PURPOSE: To review both the roles of fibronectin and the sensory neurotransmitter substance P in corneal epithelial wound healing and the clinical application of these agents to treat persistent corneal epithelial defects.

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