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CAS 860011-60-5

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2-amino-1H-imidazole-5-carboxylic acid

Description:
2-Amino-1H-imidazole-5-carboxylic acid, also known as histidine, is an α-amino acid that plays a crucial role in various biological processes. It contains an imidazole side chain, which contributes to its unique properties, including its ability to act as a buffer in physiological pH ranges. This compound is characterized by its polar nature due to the presence of both amino and carboxylic acid functional groups, allowing it to participate in hydrogen bonding and ionic interactions. Histidine is essential for protein synthesis and is a precursor for the synthesis of histamine, an important neurotransmitter. It is also involved in metal ion coordination, making it significant in enzyme active sites. The compound is typically soluble in water and exhibits zwitterionic behavior at physiological pH, where it can exist in both protonated and deprotonated forms. Its role in metabolism and as a building block for proteins underscores its importance in biochemistry and nutrition.
Formula:C4H5N3O2
InChI:InChI=1/C4H5N3O2/c5-4-6-1-2(7-4)3(8)9/h1H,(H,8,9)(H3,5,6,7)
SMILES:c1c(C(=O)O)[nH]c(=N)[nH]1
Synonyms:
  • 1H-imidazole-4-carboxylic acid, 2-amino-
  • 2-Amino-1H-imidazole-4-carboxylic acid
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