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
Beilstein:
1983183
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
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Product Name
L-Aspartic acid β-benzyl ester,
Assay
≥98%
Quality Level
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
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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)
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
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
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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