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Merck

H3751

D-Histidine

≥98% (TLC)

Synonym(s):

(R)-2-Amino-3-(4-imidazolyl)propionic acid, D-α-Amino-β-(4-imidazolyl)propionic acid

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About This Item

Empirical Formula (Hill Notation):
C6H9N3O2
CAS Number:
Molecular Weight:
155.15
NACRES:
NA.26
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
206-513-8
MDL number:
Beilstein/REAXYS Number:
84089
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Quality Level

assay

≥98% (TLC)

form

powder

color

white

mp

280 °C

solubility

1 M HCl: soluble

application(s)

detection
peptide synthesis

SMILES string

N[C@H](Cc1c[nH]cn1)C(O)=O

InChI

1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/t5-/m1/s1

InChI key

HNDVDQJCIGZPNO-RXMQYKEDSA-N

Gene Information

human ... CA1(759), CA2(760)

Biochem/physiol Actions

D-Histidine may be used in the design of peptide drugs, cationic peptides, such as analogues of carnosine. D-Histidine may also be used as a heavy metal sequestration agent.

Other Notes

Inactive isomer


Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Satoru Torii et al.
Journal of biochemistry, 149(2), 171-176 (2010-11-03)
Cobalt chloride (CoCl(2)) can mimic hypoxia in inducing hypoxia-inducible factor 1 (HIF-1). Several cultured cells were examined for susceptibility to CoCl(2) in DMEM, MEM and RPMI 1640 medium. Here we report that HIF-1α expression of mammalian cells by CoCl(2) was
Giulio Vistoli et al.
ChemMedChem, 4(6), 967-975 (2009-03-21)
Carnosine aryl derivatives as sequestering agents of RCS: Reactive carbonyl species (RCS) are cytotoxic mediators representing a novel drug target, as they are presumed to play a pathogenic role in several diseases. Carnosine is a selective RCS-sequestering agent, but is
Marica Orioli et al.
ChemMedChem, 6(7), 1269-1282 (2011-06-03)
β-Alanyl-D-histidine (D-CAR, the enantiomer of the natural dipeptide carnosine) is a selective and potent sequestering agent of reactive carbonyl species (RCS) that is stable against carnosinase, but is poorly absorbed in the gastrointestinal tract. Herein we report a drug discovery