19542-34-8

Basic information

• Product Name: Z-ALA-SER-OME
• Synonyms: N-BENZYLOXYCARBONYL-L-ALANYL-L-SERINE METHYL ESTER;N-CBZ-ALA-SER METHYL ESTER;Z-ALA-SER METHYL ESTER;Z-ALA-SER-OME;N-carbobenzyloxy Ala-Ser methyl ester
• CAS NO: 19542-34-8
• Molecular Formula: C₁₅H₂₀N₂O₆
• Molecular Weight: 324.33
• Product Categories: Dipeptides;Dipeptides and Tripeptides;Peptides
• Mol File: 19542-34-8.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Storage Temp.: −20°C
• CAS DataBase Reference: Z-ALA-SER-OME(CAS DataBase Reference)
• NIST Chemistry Reference: Z-ALA-SER-OME(19542-34-8)
• EPA Substance Registry System: Z-ALA-SER-OME(19542-34-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 19542-34-8(Hazardous Substances Data)

Usage

General Description

Z-ALA-SER-OME is a chemical compound that is composed of the amino acids Z-alanine, serine, and ornithine. Z-alanine is a non-essential amino acid that is involved in the metabolism of sugars and acids in the body. Serine is a non-essential amino acid that plays a crucial role in the synthesis of proteins, as well as the production of phospholipids and nucleic acids. Ornithine is a non-proteinogenic amino acid that is a precursor to citrulline and arginine, which are important in the urea cycle for the removal of ammonia from the body. The combination of these amino acids in Z-ALA-SER-OME may have potential applications in research and drug development for metabolic and protein-related disorders.

Upstream product

• 1142-20-7 N-Cbz-Ala 
• 17350-66-2 N-benzyloxycarbonylalaninehydrazid 
• 2788-84-3 (S)-serine methyl ester 
• 25172-67-2 Z-Ala-O-COO-isoBu 
• 58202-81-6 (S)-2-((S)-1-benzyloxycarbonylamino-ethyl)-4,5-dihydro-oxazole-4-carboxylic acid methyl ester 
• 5680-80-8 methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride 
• 1168-87-2 benzyloxycarbonylalanine p-nitrophenyl ester 

Downstream Products

• 17460-58-1 (2S)-2-[((2S)-2-{[(benzyloxy)carbonyl]amino}propanoyl)amino]-3-hydroxypropanoic acid 
• 74216-59-4 Z-L-Ala-L-Ser-NHNH₂ 
• 19542-35-9 C₁₆H₁₉ClN₂O₇ 
• 58202-81-6 (S)-2-((S)-1-benzyloxycarbonylamino-ethyl)-4,5-dihydro-oxazole-4-carboxylic acid methyl ester 
• 19525-94-1 (R)-2-((S)-2-Benzyloxycarbonylamino-propionylamino)-3-chloro-propionic acid methyl ester 
• 107540-42-1 Boc-Arg(NO2)-Ala-Ser-OMe 
• 107540-43-2 Boc-Leu-Ala-Ser-OMe 
• 107540-41-0 H-Ala-Ser-OMe 
• 101301-59-1 Z-Ala-Ser-Asp(OBzl)-Gly-OBzl 
• 82594-32-9 Z-L-Ala-L-Ser-N₃ 

Relevant articles and documents

Zinc-catalyzed amide cleavage and esterification of β- hydroxyethylamides

Snipping tool: Zn(OTf)2 is an efficient catalyst for selective cleavage of amides bearing a β-hydroxyethyl group on the nitrogen atom. The mechanism involves an N,O-acyl rearrangement and transesterification. This new catalytic system can be applied to sequence-specific peptide bond scission at the amine side of a serine residue. Tf=trifluoromethanesulfonyl. Copyright

1,1'-Carbonylbis(3-methylimidazolium) Triflate: An Efficient Reagent for Aminoacylations

Amino acid carboxyl activation and subsequent coupling with nucleophiles frequently suffer from uncertain risks of racemization, complex reagent preparation, or troublesome side-product removal.All of these difficulties are eliminated with a new, simple reagent, 1,1'-carbonylbis(3-methylimidazolium) triflate (CBMIT), obtainable readily by bis-alkylation of carbonyldiimidazole with methyl triflate.Via a highly reactive acyl imidazolium intermediate, CBMIT couples amino acid components or amino acids and alcohols to give peptides and esters, easily isolated in high yield.The reaction medium remains free of any base, and no loss of optical activity is observed.

Peptide synthesis using 1-(4-chlorophenyl)-3-(4′-methyl-1′-piperazinyl)-2-propyn-1-one as reagent: Benzyloxycarbonyl-L-alanyl-L-cysteine methyl ester and benzyloxycarbonyl-L-aspartyl-(tert-butyl ester)-L-phenylalanyl-L-valine methyl ester

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