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Key Documents

A1139

Sigma-Aldrich

β-Alanine benzyl ester p-toluenesulfonate salt

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About This Item

Empirical Formula (Hill Notation):
C10H13NO2 · C7H8O3S
CAS Number:
27019-47-2
Molecular Weight:
351.42
MDL number:
MFCD00039061
UNSPSC Code:
12352200
PubChem Substance ID:
24890510

assay

≥98% (TLC)

form

powder

color

white

application(s)

peptide synthesis

storage temp.

−20°C

SMILES string

Cc1ccc(cc1)S(O)(=O)=O.NCCC(=O)OCc2ccccc2

InChI

1S/C10H13NO2.C7H8O3S/c11-7-6-10(12)13-8-9-4-2-1-3-5-9;1-6-2-4-7(5-3-6)11(8,9)10/h1-5H,6-8,11H2;2-5H,1H3,(H,8,9,10)

InChI key

FRHWYVGCFUQMJR-UHFFFAOYSA-N

Biochem/physiol Actions

β-Alanine benzyl ester (β-Ala-OBzl) is used in the biochemical synthesis of β-alanyl peptides via aminopeptidase(s).

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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Jiro Arima et al.
Applied and environmental microbiology, 72(6), 4225-4231 (2006-06-06)
Dipeptide synthesis by aminopeptidase from Streptomyces septatus TH-2 (SSAP) was demonstrated using free amino acid as an acyl donor and aminoacyl methyl ester as an acyl acceptor in 98% methanol (MeOH). SSAP retained its activity after more than 100 h
Jiro Arima et al.
Journal of biotechnology, 147(1), 52-58 (2010-03-23)
Synthesis of beta-alanine (beta-Ala) containing dipeptide using S9 aminopeptidase from Streptomyces thermocyaneoviolaceus NBRC14271 (S9AP-St) was demonstrated with beta-Ala-benzyl ester (-OBzl) and various L-aminoacyl derivatives. For synthesis of beta-Ala-containing dipeptide, beta-Ala-OBzl was used preferentially as the acyl donor for S9AP-St, producing
Linda Clijsters et al.
Molecular cell, 74(6), 1264-1277 (2019-05-28)
E2F1, E2F2, and E2F3A, the three activators of the E2F family of transcription factors, are key regulators of the G1/S transition, promoting transcription of hundreds of genes critical for cell-cycle progression. We found that during late S and in G2
Lin Deng et al.
Molecular cell, 73(5), 915-929 (2019-03-09)
DNA replication errors generate complex chromosomal rearrangements and thereby contribute to tumorigenesis and other human diseases. One mechanism that triggers these errors is mitotic entry before the completion of DNA replication. To address how mitosis might affect DNA replication, we

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