(2R)-2-ammonio-3-(1H-imidazol-4-yl)propanoate
Basic information
- CAS
351-50-8- Standard SMILES
[NH3+][C@H](Cc1cnc[nH]1)C(=O)[O-]- InChIKey
HNDVDQJCIGZPNO-RXMQYKEDSA-N- Molecular formula
- C6H9N3O2
- Average molar mass
- 155.15 g/mol
- Monoisotopic mass
- 155.06947654
Overview
D-histidine zwitterion is a polar amino acid zwitterion restulting from the transfer of a proton from the carboxy group to the alpha-amino group of D-histidine. The major species at pH 7.3. It is a tautomer of a D-histidine.
Names & identifiers
- Preferred name
- (2R)-2-ammonio-3-(1H-imidazol-4-yl)propanoate
- IUPAC
- (2R)-2-azaniumyl-3-(1H-imidazol-5-yl)propanoate
- English name
- D-Histidine
- Molecular formula
- C6H9N3O2
- Molecular weight
- 155.15
Names & synonyms
(2R)-2-ammonio-3-(1H-imidazol-4-yl)propanoateD-histidine zwitterionCHEBI:142967(2R)-2-azaniumyl-3-(1H-imidazol-4-yl)propanoateD-HISH-D-HIS-OHD-HIS-OHD-HistdineD-HISTIDINE99.0%(T&HISTIDINE, D-D-Histidine>D-Histidine,99%D-Histidine ,98%
Database identifiers
- CAS
351-50-8- PubChem CID
- 6971048
- ChEBI
CHEBI:142967
Properties
Computed structural properties
- XLogP
- -2.6
- Topological polar surface area
- 96.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 145
Physicochemical properties
- Melting point
- 280 °C · 280 °C
- alpha
- -12 · -12 º (c=11, 6N HCl)
- Boiling point
- 278.95 °C · 278.95°C (rough estimate)
- Density
- 1.3092 · 1.3092 (rough estimate)
- refractive index
- -13 ° · -13 ° (C=11, 6mol/L HCl)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- 1 M · 1 M HCl: soluble
- form
- Free-Flowing Powder
- pka
- 1.91 · 1.91±0.10(Predicted)
- color
- White
- optical activity
- 37.9 ° · 37.9°(C=1.00g/100mL H2O)
- Water Solubility
- 42 g/L · 42 g/L (25 ºC)
- Merck
- 14 · 14,4720
- BRN
- 84089 · 84089
- Stability
- Hygroscopic
- Major Application
- detectionpeptide synthesis
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29332900
- Signal word
- Warning
- Symbol(GHS)
- GHS05
- hazard_code
- Xn
- safety_code
- 22-24/25-36/37-26
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H314
- Precautionary statements
- P264b-P271-P280-P301+P330+P331-P304+P340-P305+P351+P338-P310-P363-P403+P233-P501c
Chemistry & industry
Applications
UsesD-Histidine is the unnatural, biologically inactive isomer of L-Histidine (H456010). D-histidine is known to inhibit cell division, and is also used by certain types of bacteria (such as Escherichia coli) as a source of L-Histidine.
Upstream & downstream products
Downstream products
Additional notes
DefinitionChEBI: An optically active form of histidine having D-configuration.
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