4816-87-9

Basic information

• Product Name: L-Alanine, N-[(phenylmethoxy)carbonyl]-, 2-amino-2-oxoethyl ester
• CAS NO: 4816-87-9
• Molecular Formula: C13H16N2O5
• Molecular Weight: 280.28
• Mol File: 4816-87-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: L-Alanine, N-[(phenylmethoxy)carbonyl]-, 2-amino-2-oxoethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Alanine, N-[(phenylmethoxy)carbonyl]-, 2-amino-2-oxoethyl ester(4816-87-9)
• EPA Substance Registry System: L-Alanine, N-[(phenylmethoxy)carbonyl]-, 2-amino-2-oxoethyl ester(4816-87-9)

Safety Data

• Hazardous Substances Data: 4816-87-9(Hazardous Substances Data)

Upstream product

• 61543-49-5 Cbz-Ala Cs salt 
• 79-07-2 Chloroacetamide 
• 598-42-5 glycolamide 
• 1142-20-7 N-Cbz-Ala 
• 28819-05-8 (S)-2-benzyloxycarbonylamino-propionic acid methyl ester 

Downstream Products

• 27167-65-3 (S)-tert-butyl 2-((S)-2-(((benzyloxy)carbonyl)amino)propanamido)-4-methylpentanoate 
• 1142-20-7 N-Cbz-Ala 
• 18323-56-3 Z-(S)-Ala-(S)-Leu-NH₂ 
• 27446-57-7 benzyl N-(1S)-2-[(2S)-2-(aminocarbonyl)tetrahydro-1H-pyrrol-1-yl]-1-methyl-2-oxoethylcarbamate 
• 98228-99-0 BOC-L-Phe-L-Ala-CAM 
• 70497-50-6 Z-(S)-Ala-(S)-Val-NH₂ 
• 4976-59-4 CBZ-L-alanylglycinamide 
• 95617-89-3 Z-(S)-Ala-(S)-Phe-NH₂ 
• 50444-54-7 benzyl (S)-1-((S)-1-amino-1-oxopropan-2-ylamino)-1-oxopropan-2-ylcarbamate 
• 136206-25-2 17β-(N-benzyloxycarbonyl-L-alanyl)hydrazonoestra-1,3,5(10)-trien-3-ol 
• 136206-17-2 17β-(N-benzyloxycarbonyl-L-alanyl)aminoestra-1,3,5(10)-trien-3-ol 
• 98229-10-8 L-Ala-CAM 

Relevant articles and documents

Kinetically controlled peptide synthesis mediated by papain using the carbamoylmethyl ester as an acyl donor

A series of dipeptides were synthesized generally in good yields with carbamoylmethyl (Cam) esters as acyl donors in the presence of a cysteine protease, papain, immobilized on Celite. Several segment condensations were also achieved generally in high yields without danger of racemization and formation of the secondary-hydrolysis product. Moreover, partial sequences of some bioactive peptides were prepared through segment condensations, and aimed-at peptides were obtained generally in high yields without the racemization of C-terminal residues of the carboxyl components. Thus, the superiority of the Cam ester in the kinetically controlled peptide synthesis was once again ascertained in couplings mediated by the cysteine protease as in those catalyzed by the serine proteases reported earlier.

Broadening of the substrate tolerance of α-chymotrypsin by using the carbamoylmethyl ester as an acyl donor in kinetically controlled peptide synthesis

In the kinetically controlled approach of peptide synthesis mediated by α-chymotrypsin, the broadening of the protease's substrate tolerance is achieved by switching the acyl donor from the conventional methyl ester to the carbamoylmethyl ester. Thus, as a typical example, the extremely low coupling efficiency obtained by employing the methyl ester of an inherently poor amino acid substrate, Ala, is significantly improved by the use of this particular ester. Its ameliorating effect is observed also in the couplings of other amino acid residues such as Gly and Ser as carboxy components.

ON THE USE OF CARBOXAMIDOMETHYL ESTERS ( CAM ESTERS ) IN THE SYNTHESIS OF MODEL PEPTIDES. SCOPE AND LIMITATIONS

The usefulness of carboxamidomethyl esters ( CAM esters ) as a carboxyl protecting group for peptide synthesis was demonstrated.The synthesis of the chemotactic peptide For-Met-Leu-Phe-OH as well as the synthesis of Met-enkephalin using CAM ester as carbo