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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:
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 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

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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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)
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 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
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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