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B82707

Sigma-Aldrich

5-Bromo-DL-tryptophan

99%

Synonym(s):

2-Amino-3-(5-bromo-1H-indol-3-yl)propanoic acid, 5-Bromotryptophan

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About This Item

Empirical Formula (Hill Notation):
C11H11BrN2O2
CAS Number:
6548-09-0
Molecular Weight:
283.12
EC Number:
229-464-4
MDL number:
MFCD00005648
UNSPSC Code:
12352100
PubChem Substance ID:
24892066
NACRES:
NA.22

Quality Level

100

assay

99%

form

powder

mp

264 °C (dec.) (lit.)

SMILES string

NC(Cc1c[nH]c2ccc(Br)cc12)C(O)=O

InChI

1S/C11H11BrN2O2/c12-7-1-2-10-8(4-7)6(5-14-10)3-9(13)11(15)16/h1-2,4-5,9,14H,3,13H2,(H,15,16)

InChI key

KZDNJQUJBMDHJW-UHFFFAOYSA-N

Related Categories

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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Hanno Steen et al.
Analytical chemistry, 74(24), 6230-6236 (2003-01-04)
Protein modifications are often detected by precursor ion scanning. When quadrupole TOF mass spectrometers are used for precursor ion scanning with high-resolution, high-accuracy fragment ion selection, "reporter" ions are required to have a unique mass within +/-0.04 Da or less
P Z De Croos et al.
Journal of medicinal chemistry, 33(12), 3138-3142 (1990-12-01)
5-Bromotryptophan (5-BrTrp) is the most potent amino acid derivative reported in the literature to inhibit the gelation of hemoglobin S (from sickle cell anemia patients). Trp-Trp is also more potent than Trp as an antigelation agent. Therefore, we have prepared
P Manavalan et al.
Journal of molecular biology, 223(3), 791-800 (1992-02-05)
The binding sites of indole-based gelation inhibitors with sickle cell hemoglobin were investigated by two parallel theoretical approaches. A geometric approach originated by Kuntz and co-workers uses a spatial buildup scheme to locate potential binding regions, while a hybrid grid/geometric
A A Antson et al.
Journal of molecular biology, 244(1), 1-5 (1994-11-18)
The trp RNA-binding attenuation protein (TRAP) of Bacillus subtilis has been crystallized and examined by crystallography using X-ray synchrotron radiation diffraction data. Crystals of TRAP complexed with L-tryptophan belong to space group C2 with a = 156.8 A, b =
M Li et al.
The Biochemical journal, 308 ( Pt 1), 251-260 (1995-05-15)
Tryptophan and 5-bromotryptophan (5-BrTrp) are relatively potent inhibitors of sickle-haemoglobin polymerization. The binding sites of these compounds to normal and sickle haemoglobin (HBA and HBS) have been suggested, but not firmly established, through the use of spin-labelled derivatives and/or computer
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