B82707
5-Bromo-DL-tryptophan
99%
Synonym(s):
2-Amino-3-(5-bromo-1H-indol-3-yl)propanoic acid, 5-Bromotryptophan
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Quality Level
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
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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
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
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
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 =
Photoaffinity labelling of cyanomethaemoglobin with derivatives of tryptophan and 5-bromotryptophan.
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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