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15512

Sigma-Aldrich

Boc-Trp-OH

≥99.0% (TLC)

Synonym(s):

Nα-(tert-Butoxycarbonyl)-L-tryptophan, Nα-Boc-L-tryptophan

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About This Item

Empirical Formula (Hill Notation):
C16H20N2O4
CAS Number:
13139-14-5
Molecular Weight:
304.34
Beilstein/REAXYS Number:
39677
EC Number:
236-072-7
MDL number:
MFCD00065595
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
329750916
NACRES:
NA.22

Quality Level

200

assay

≥99.0% (TLC)

optical activity

[α]20/D −20±1°, c = 1% in DMF

reaction suitability

reaction type: Boc solid-phase peptide synthesis

mp

136 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

CC(C)(C)OC(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O

InChI

1S/C16H20N2O4/c1-16(2,3)22-15(21)18-13(14(19)20)8-10-9-17-12-7-5-4-6-11(10)12/h4-7,9,13,17H,8H2,1-3H3,(H,18,21)(H,19,20)/t13-/m0/s1

InChI key

NFVNYBJCJGKVQK-ZDUSSCGKSA-N

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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)

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Certificates of Analysis (COA)

Lot/Batch Number
STBL1232
BCCM4365
STBL0225
STBL3047
STBL2639

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Peroxidase catalyzed nitration of tryptophan derivatives
Sala A, et al.
European Journal of Biochemistry, 271(13), 2841-2852 (2004)
Bailey T , et al. et al.
Science of Synthesis: Houben-Weyl Methods of Molecular Transformations, 21 (2014)
R Vespalec et al.
Electrophoresis, 19(2), 276-281 (1998-04-21)
An equation for the calculation of electrophoretic mobility of kinetically labile complexes originating in solutions during the chiral discrimination process is derived. The mobility of the complex is calculated from that of a fully ionized racemic compound, measured in absence
Y Kato et al.
Biochemical and biophysical research communications, 234(1), 82-84 (1997-05-08)
The aim of this study was to clarify the mechanism of loss of Trp residues in proteins exposed to peroxynitrite. The Trp residues in bovine serum albumin and collagen IV were decreased by peroxynitrite treatment. To identify the degradation products
R Magous et al.
Biochimica et biophysica acta, 845(2), 158-162 (1985-05-30)
Benzotript (N-p-chlorobenzoyl-L-tryptophan) has been shown to be a receptor-antagonist in vivo and in vitro for peptides from the gastrin family. In the present study, we examine tryptophan, and some of its N- and C-acylated derivatives, as well as some phenylalanine
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