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B9003

Sigma-Aldrich

Boc-Glu-OBzl

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
Beilstein/REAXYS Number:
2482076
MDL number:
MFCD00065568
UNSPSC Code:
12352209
PubChem Substance ID:
24892112

assay

≥98% (TLC)

Quality Level

200

form

powder

color

white to off-white

mp

95-99 °C

application(s)

peptide synthesis

storage temp.

−20°C

SMILES string

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

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

InChI key

CVZUKWBYQQYBTF-ZDUSSCGKSA-N

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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.

Substrates

Substrate for Vitamin K-dependent carboxylation.

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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Fmoc-Lys(Boc)-OH ≥98.0% (HPLC)

Sigma-Aldrich

47624

Fmoc-Lys(Boc)-OH

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
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
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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