117823-40-2

Basic information

• Product Name: BOC-ALA-MET-OH
• Synonyms: BOC-L-ALANYL-METHIONINE;BOC-ALA-MET-OH;(5S,8S)-8,12,12-trimethyl-7,10-dioxo-11-oxa-2-thia-6,9-diazatridecane-5-carboxylic acid;REF DUPL: Boc-Ala-Met-OH
• CAS NO: 117823-40-2
• Molecular Formula: C₁₃H₂₄N₂O₅S
• Molecular Weight: 320.41
• Mol File: 117823-40-2.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: BOC-ALA-MET-OH(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-ALA-MET-OH(117823-40-2)
• EPA Substance Registry System: BOC-ALA-MET-OH(117823-40-2)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 117823-40-2(Hazardous Substances Data)

Upstream product

• 15761-38-3 L-N-Boc-Ala 
• 2491-18-1 (S)-methyl 2-amino-4-(methylthio)butanoate hydrochloride 
• 74-88-4 methyl iodide 
• 292150-92-6 (S)-S-ethyl 2-((tert-butoxycarbonyl)amino)propanethioate 
• 10332-17-9 Met-OMe 
• 62104-40-9 (S)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-4-methylsulfanyl-butyric acid methyl ester 

Downstream Products

• 117823-39-9 ((S)-1-{(S)-1-[(R)-2-Benzylsulfanyl-1-(4-nitro-phenylcarbamoyl)-ethylcarbamoyl]-3-methylsulfanyl-propylcarbamoyl}-ethyl)-carbamic acid tert-butyl ester 
• 117823-37-7 3-carboxypropionylalanyl-methionyl-S-benzylcysteine p-nitroanilide 

Relevant articles and documents

Synthesis of methionine containing peptides related to native chemical ligation

Methionine chemical ligation is based on a convenient direct thioester formation at the C-terminus of the ligation site, on homocysteine reduction with dithiothreitol in order to liberate the mercapto group of the homocysteine residue at the N-terminus, and on chemoselective S-methylation with methyl iodide.

CHROMOGENIC SUBSTRATES FOR PAPAIN WITH A C-TERMINAL S-BENZYLCYSTEINE RESIDUE

Two types of chromogenic substrates for papain were prepared, namely p-nitroanilides of N-acetyltripeptides of general formula Ac-Leu-Leu-A-NAn, where A = Gly, Ala, Leu, and p-nitroanilides of 3-carboxypropionyldi- and tripeptides of general formula Suc-B-Cys(Bzl)-NAn, where B = Gly, Gly-Gly, Ala, Ala-Ala, Leu, Leu-Leu, Gly-Leu, Leu-Ala and Ala-Met.The values of Km, kcat and C (kcat/Km) for these substrates were determined.Suc-Leu-Leu-Cys(Bzl)-NAn is the best substrate for papain its C being 60 000 mol-1 l s-1.