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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

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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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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