B2129
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:
Molecular Weight:
223.23
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
218-541-8
MDL number:
Beilstein/REAXYS Number:
1983183
Product Name
L-Aspartic acid β-benzyl ester,
InChI key
VGALFAWDSNRXJK-VIFPVBQESA-N
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
SMILES string
N[C@@H](CC(=O)OCc1ccccc1)C(O)=O
assay
≥98%
form
powder
color
white
mp
225 °C
application(s)
peptide synthesis
storage temp.
−20°C
Quality Level
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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
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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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)
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
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