15545-10-5

Basic information

• Product Name: Z-HIS-OME
• Synonyms: N-ALPHA-CBZ-L-HISTIDINE METHYL ESTER;N-ALPHA-CARBOBENZOXY-L-HISTIDINE METHYL ESTER;Z-HIS-OME;Z-L-HISTIDINE METHYL ESTER;Nα-Z-L-histidine methyl ester≥ 99% (HPLC);Z-L-His-OMe
• CAS NO: 15545-10-5
• Molecular Formula: C₁₅H₁₇N₃O₄
• Molecular Weight: 303.31
• Mol File: 15545-10-5.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 564.4±50.0 °C(Predicted)
• Appearance: /
• Density: 1.281±0.06 g/cm3(Predicted)
• Storage Temp.: Store at 0-5°C
• PKA: 10.62±0.46(Predicted)
• CAS DataBase Reference: Z-HIS-OME(CAS DataBase Reference)
• NIST Chemistry Reference: Z-HIS-OME(15545-10-5)
• EPA Substance Registry System: Z-HIS-OME(15545-10-5)

Safety Data

• Hazardous Substances Data: 15545-10-5(Hazardous Substances Data)

Usage

Chemical Properties

White to off-white powder

Upstream product

• 67-56-1 methanol 
• 14997-58-1 N^α-benzyloxycarbonyl-L-histidine 
• 7389-87-9 L-histidine methyl ester dihydrochloride 
• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 
• 392232-75-6 N,N^imid-biscarbonylbenzyloxy-L-histidine methyl ester 
• 501-53-1 benzyl chloroformate 
• 1499-46-3 L-Histidine methyl ester 
• 71-00-1 L-histidine 
• 14997-58-1 N-[(benzyloxy)carbonyl]-L-histidine 
• 40917-50-8 1,N^α-bis-benzyloxycarbonyl-histidine methyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 74058-68-7 3-benzyloxycarbonyl-1,3-thiazolidine-2-thione 
• 4467-54-3 histidine methyl ester hydrochloride 

Downstream Products

• 115374-96-4 N(α)-benzyloxycarbonyl-N(?)-tert-butyloxycarbonyl-L-histidine methyl ester 
• 90653-42-2 N(α)-benzyloxycarbonyl-N(τ)-tert-butyloxycarbonyl-L-histidine methyl ester 
• 62982-23-4 N(α)-benzyloxycarbonyl-N(Im)-diphenyl-4-pyridylmethyl-L-histidine methyl ester 
• 14997-58-1 N-[(benzyloxy)carbonyl]-L-histidine 
• 32926-43-5 N^α-(tert-butyloxy)carbonyl-N^im-triphenylmethyl-L-histidine 
• 176752-32-2 N^α-[(tert-butyloxy)carbonyl]-N^β-[3(S)-[4-amino-6-[[[1-(S)-(({4(S)-[({1(S)-[({2-[4'-({[3-(dimethylsulfonio)-1-propyl]amino}carbonyl)-2',4-bithiazol-2-yl]-1-ethyl}amino)carbonyl]-2(R)-hydroxy-1-propyl}amino)carbonyl]-3(S)-hydroxy-2(R)-pentyl}amin... 
• 176752-40-2 N^α-[(tert-butyloxy)carbonyl]-N^β-[3(S)-[4-amino-6-[[[methyl-N-1-(S)-(((4(S)-[({1(S)-[({2-[4'-({[3-(dimethylsulfonio)-1-propyl]amino}carbonyl)-2',4-bithiazol-2-yl]-1-ethyl}amino)carbonyl]-2(R)-hydroxy-1-propyl}amino)carbonyl]-3(S)-hydroxy-2(R)-pe... 
• 176752-37-7 (S)-2-Methylamino-3-(1-trityl-1H-imidazol-4-yl)-propionic acid methyl ester 
• 69937-82-2 (S)-2-{[1-Phenyl-meth-(E)-ylidene]-amino}-3-(1-trityl-1H-imidazol-4-yl)-propionic acid methyl ester 
• 176752-35-5 methyl (2S)-2-(benzylamino)-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoate 
• 176752-36-6 (S)-2-(Benzyl-methyl-amino)-3-(1-trityl-1H-imidazol-4-yl)-propionic acid methyl ester 
• 176752-31-1 (S)-2-({6-Amino-2-[(S)-1-((S)-2-tert-butoxycarbonylamino-2-carbamoyl-ethylamino)-2-carbamoyl-ethyl]-5-methyl-pyrimidine-4-carbonyl}-amino)-3-(1-trityl-1H-imidazol-4-yl)-propionic acid 
• 176752-30-0 (S)-2-({6-Amino-2-[(S)-1-((S)-2-tert-butoxycarbonylamino-2-carbamoyl-ethylamino)-2-carbamoyl-ethyl]-5-methyl-pyrimidine-4-carbonyl}-amino)-3-(1-trityl-1H-imidazol-4-yl)-propionic acid methyl ester 
• 176752-39-9 (S)-2-({6-Amino-2-[(S)-1-((S)-2-tert-butoxycarbonylamino-2-carbamoyl-ethylamino)-2-carbamoyl-ethyl]-5-methyl-pyrimidine-4-carbonyl}-methyl-amino)-3-(1-trityl-1H-imidazol-4-yl)-propionic acid 

Relevant articles and documents

Deprotection of heteroaromatic carbamates via a base-catalyzed methanolysis

A simple and mild method for the deprotection of heteroaromatic carbamates via methanolysis using a catalytic amount of base such as sodium methoxide, DBU, or Verkade's base (proazaphosphatranes) is presented. Carbamate protecting group of an aliphatic amine is not affected under these conditions.

A novel synthesis of N-methyl asparagine, arginine, histidine, and tryptophan

(graph presented) R = CH2(3-indolyl) tryptophan R = CH2CONH2 asparagine R = CH2(2-imidazolyl) histidine R = CH2CH2CH2(guanidyl) arginine N-Methyl amino acid residues in peptides

Protease-catalysed synthesis of peptides containing histidine and lysine

The kinetically controlled α-chymotrypsin- and trypsin-catalysed syntheses of peptides starting from simple acyl donor esters containing histidine at the P1-position (nomenclature according to Schechter and Berger) and lysine derivatives as amino components were examined on the basis of their kinetic parameters. Despite higher specificity constants (k(cat)/K(M)) of trypsin-catalysed ester hydrolysis, α-chymotrypsin- catalysed acyl transfer to N(ε)unprotected lysine derivatives gave higher peptide yields as compared to trypsin-catalysed reactions, whereas in acyl transfer to N(ε)-protected lysine derivatives the trypsin-catalysed reaction gave higher yields. α-Chymotrypsin-catalysed acyl transfer reactions in frozen systems demonstrated the yield-enhancing effect of freezing. Using specific ester leaving groups, both the amount of enzyme and the reaction time can be reduced. In frozen systems the ε-amino function of H-Lys-OH acts as an acyl acceptor at pH ≤9.