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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:
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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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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
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
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
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)

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