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H3751

Sigma-Aldrich

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
Beilstein:
84089
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

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)

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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 Code

11 - Combustible Solids

WGK

WGK 1

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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Merita Murtola et al.
Chembiochem : a European journal of chemical biology, 11(18), 2606-2612 (2010-11-27)
Several different cationic nonapeptides have been synthesized and investigated with respect to how they can influence the thermal melting of 2'-O-methylRNA/RNA and DNA/DNA duplexes. Each peptide has a C-terminal L-phenylalanine unit and is otherwise uniformly composed of a sequence of
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
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
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
Brian T Wilhelm et al.
Nature protocols, 5(2), 255-266 (2010-02-06)
Next-generation sequencing technologies are revolutionizing genomics research. It is now possible to generate gigabase pairs of DNA sequence within a week without time-consuming cloning or massive infrastructure. This technology has recently been applied to the development of 'RNA-seq' techniques for

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