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Merck
CN

B9003

Boc-Glu-OBzl

≥98% (TLC)

Synonym(s):

Boc-L-glutamic acid 1-benzyl ester

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About This Item

Empirical Formula (Hill Notation):
C17H23NO6
CAS Number:
30924-93-7
Molecular Weight:
337.37
NACRES:
NA.26
PubChem Substance ID:
24892112
UNSPSC Code:
12352209
MDL number:
MFCD00065568
Beilstein/REAXYS Number:
2482076

Key Documents

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Product Name

Boc-Glu-OBzl,

InChI

1S/C17H23NO6/c1-17(2,3)24-16(22)18-13(9-10-14(19)20)15(21)23-11-12-7-5-4-6-8-12/h4-8,13H,9-11H2,1-3H3,(H,18,22)(H,19,20)/t13-/m0/s1

SMILES string

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

InChI key

CVZUKWBYQQYBTF-ZDUSSCGKSA-N

assay

≥98% (TLC)

form

powder

color

white to off-white

mp

95-99 °C

application(s)

peptide synthesis

storage temp.

−20°C

Quality Level

200

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Biochem/physiol Actions

Boc-Glu-OBzl is an N-terminal protected amino acid used in solid-phase peptide synthesis (SPPS) to make unique peptides containing glutamate benzyl ester residues.

General description

Substrate for Vitamin K-dependent carboxylation.

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCF6476
BCBK0416V
BCBF6145V
BCBC0891V
BCBC0891

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Robert G Boyle et al.
Journal of peptide science : an official publication of the European Peptide Society, 11(3), 161-165 (2005-01-07)
An investigation of a series of single replacement analogues of PrRP-(19-31)-peptide has shown that good functional activity was retained when Phe31 was replaced with His(Bzl), Phe(4Cl), Nle, Trp, Cys(Bzl) or Glu(OBzl); when Val28 or Ile25 was replaced with Phg; when
K H Hsieh et al.
International journal of peptide and protein research, 48(3), 292-298 (1996-09-01)
Side reactions in peptide synthesis indicate steps needing improvement as well as opportunities for structural diversification in combinatorial design. Among the side reactions observed in this study, transesterification of Boc-Glu(OBzl) occurred in TMAH-catalyzed resin attachment, leading to Boc-DKKREE(OMe) in solid-phase
E I Lepist et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 11(1), 43-50 (2000-07-29)
One approach to increase drug stability and to facilitate oral absorption of low bioavailability drugs may be to design oligopeptide ester prodrugs which are stable in the gastrointestinal tract, are transported via the oligopeptide transporter, and finally release the parent
S Romiti et al.
Journal of biochemical and biophysical methods, 11(1), 59-68 (1985-05-01)
Methods are presented that describe alternative protocols for the isolation of rat liver microsomes containing the vitamin K-dependent carboxylase and the procedure in which the solubilized enzyme is assayed. The method for determining the rate of 14CO2 incorporation into low

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