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B2129

Sigma-Aldrich

L-Aspartic acid β-benzyl ester

≥98%

Synonym(s):

β-Benzyl L-aspartate, L-Aspartic acid 4-benzyl ester

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About This Item

Linear Formula:
C6H5CH2OCOCH2CH(NH2)COOH
CAS Number:
2177-63-1
Molecular Weight:
223.23
Beilstein/REAXYS Number:
1983183
EC Number:
218-541-8
MDL number:
MFCD00037208
UNSPSC Code:
12352209
PubChem Substance ID:
24891628
NACRES:
NA.26

product name

L-Aspartic acid β-benzyl ester,

assay

≥98%

form

powder

color

white

mp

225 °C

application(s)

peptide synthesis

storage temp.

−20°C

SMILES string

N[C@@H](CC(=O)OCc1ccccc1)C(O)=O

InChI

1S/C11H13NO4/c12-9(11(14)15)6-10(13)16-7-8-4-2-1-3-5-8/h1-5,9H,6-7,12H2,(H,14,15)/t9-/m0/s1

InChI key

VGALFAWDSNRXJK-VIFPVBQESA-N

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Related Categories

Application

L-Aspartic acid β-benzyl ester is used in the synthesis of peptides with a 1,4-diazepine-2,5-dione ring structure and in development of block copolymers.

Storage Class

11 - 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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Lei Wang et al.
Colloids and surfaces. B, Biointerfaces, 74(1), 284-292 (2009-09-01)
Poly(beta-benzyl-L-aspartate)-block-poly(vinylpyrrolidone) diblock copolymers (PAsp(OBzl)-b-PVP) having both hydrophobic and hydrophilic segments of various lengths were synthesized by a combination of ATRP and ROP. These amphiphilic diblock copolymers formed polymeric micelles consisting of a hydrophobic PAsp(OBzl) core and a hydrophilic PVP shell
K W Marck et al.
Journal of biomedical materials research, 11(3), 405-422 (1977-05-01)
A series of copoly(alpha-amino acids) with varying percentages of hydrophilic (L-aspartic acid) and hydrophobic monomers (L-leucine, beta-methyl-L-aspartate, and beta-benzyl-L-aspartate) were implanted subcutaneously in rats and the macroscopic degradation behavior was studied. Three groups of materials (A,B,C) with different ranges of
Chander Amgoth et al.
Journal of materials chemistry. B, 8(40), 9258-9268 (2020-09-25)
Herein, the synthesis of an amino-acid-based di-block copolymer (di-BCP) in-between an l-glutamic acid-5-benzyl ester and l-aspartic acid-4-benzyl ester [(l-GluA-5-BE)-b-(l-AspA-4-BE)] has been reported. However, the synthesis of di-BCP of [(l-GluA-5-BE)-b-(l-AspA-4-BE)] was carried out through the facile modified ring-opening polymerization (ROP) without
Block copolymer design for camptothecin incorporation into polymeric micelles for passive tumor targeting.
Opanasopit P, Yokoyama M, et al.
Pharmaceut. Res., 21, 2001-2008 (2004)
Helga Süli-Vargha et al.
Journal of peptide science : an official publication of the European Peptide Society, 13(11), 742-748 (2007-09-14)
The Fmoc-based SPPS of H-Xaa-Asp(OBzl)-Yaa-Gly-NH(2) sequences results in side reactions yielding not only aspartimide peptides and piperidide derivatives, but also 1,4-diazepine-2,5-dione-peptides. Evidence is presented to show that the 1,4-diazepine-2,5-dione derivative is formed from the aspartimide peptide. The rate of this

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