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H3751 Sigma

D-Histidine

≥98% (TLC)

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

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Properties

Related Categories Amino Acid Derivatives, Amino Acids, Biochemicals and Reagents, Chemical Biology, Chemical Synthesis,
assay   ≥98% (TLC)
solubility   1 M HCl: soluble
Gene Information   human ... CA1(759), CA2(760)

Description

Other Notes

Inactive isomer

Packaging

5, 25 g in poly bottle

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.

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European Pharmacopoeia (EP) Reference Standard

Safety & Documentation

Safety Information

WGK Germany 
1

Documents

Certificate of Analysis

Certificate of Origin

Protocols & Articles

Peer-Reviewed Papers

References

Set your institution to view full text papers.

Defining Transcribed Regions Using RNA-seq. Wilhelm, B.T., et al. Nat. Protoc. 5, 255-66, (2010)

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Cationic peptides that increase the thermal stabilities of 2'-O-MeRNA/RNA duplexes but do not affect DNA/DNA melting. Murtola M, Zaramella S, et al. ChemBioChem. 11, 2606-2612, (2010)

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Carbonic anhydrase activators: activation of the archaeal beta-class (Cab) and gamma-class (Cam) carbonic anhydrases with amino acids and amines. Alessio Innocenti et al Bioorg. Med. Chem. Lett. 18, 6194-8, (2008)

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Design, synthesis, ADME properties, and pharmacological activities of β-alanyl-D-histidine(D-carnosine) prodrugs with improved bioavailability. Orioli M, Vistoli G, Regazzoni L, et al. ChemMedChem 6, 1269-1282, (2011)

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Carbonic anhydrase activators: activation of the human isoforms VII (cytosolic) and XIV (transmembrane) with amino acids and amines. Daniela Vullo et al Bioorg. Med. Chem. Lett. 17, 4107-12, (2007)

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Design, synthesis, and evaluation of carnosine derivatives as selective and efficient sequestering agents of cytotoxic reactive carbonyl species. Vistoli G, Orioli M, Pedretti A, et al. ChemMedChem 4, 967-975, (2009)

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Carbonic anhydrase activators: activation of the human tumor-associated isozymes IX and XII with amino acids and amines. Silvia Pastorekova et al Bioorg. Med. Chem. 16, 3530-6, (2008)

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Carbonic anhydrase activators: activation of isozyme XIII with amino acids and amines. Seppo Parkkila et al Bioorg. Med. Chem. Lett. 16, 3955-9, (2006)

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Inhibitory effect of extracellular histidine on cobalt-induced HIF-1α expression. Torii S, Kurihara A, Li XY, et al. J. Biochem. 149, 171-176, (2011)

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Carbonic anhydrase activators: an activation study of the human mitochondrial isoforms VA and VB with amino acids and amines. Daniela Vullo et al Bioorg. Med. Chem. Lett. 17, 1336-40, (2007)

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Carbonic anhydrase activators. The first activation study of a coral secretory isoform with amino acids and amines. Anthony Bertucci et al Bioorg. Med. Chem. 18, 2300-3, (2010)

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Carbonic anhydrase activators: activation of the beta-carbonic anhydrase Nce103 from the yeast Saccharomyces cerevisiae with amines and amino acids. Semra Isik et al Bioorg. Med. Chem. Lett. 19, 1662-5, (2009)

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Carbonic anhydrase activators: the first activation study of the human secretory isoform VI with amino acids and amines. Isao Nishimori et al Bioorg. Med. Chem. 15, 5351-7, (2007)

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Carbonic anhydrase activators: Activation of the beta-carbonic anhydrase from the pathogenic yeast Candida glabrata with amines and amino acids. Alessio Innocenti et al Bioorg. Med. Chem. Lett. 20, 1701-4, (2010)

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Carbonic anhydrase activators: Activation of the human cytosolic isozyme III and membrane-associated isoform IV with amino acids and amines. Daniela Vullo et al Bioorg. Med. Chem. Lett. 18, 4303-7, (2008)

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Carbonic anhydrase activators: activation of the beta-carbonic anhydrases from the pathogenic fungi Candida albicans and Cryptococcus neoformans with amines and amino acids. Alessio Innocenti et al Bioorg. Med. Chem. 18, 1034-7, (2010)

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Carbonic anhydrase activators. Activation of the membrane-associated isoform XV with amino acids and amines. Alessio Innocenti et al Bioorg. Med. Chem. Lett. 19, 3430-3, (2009)

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Beil. 25,IV,4343

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