Structure

L-Histidine

CAS
71-00-1
Catalog Number
ACM71001-2
Category
Amino Acids
Molecular Weight
155.15
Molecular Formula
C6H9N3O2

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Specification

Description
L-Histidine is a proteinogenic amino acid and an essential amino acid required for histamine production. This positively charged amino acid is vital for growth, tissue repair, myelin sheath maintenance, and histamine synthesis. Histamine plays critical roles in immunity, gastric secretion, and more. L-Histidine is essential for blood cell production and tissue protection against radiation and heavy metals. L-Histidine plays a role as a metabolite and also acts as a cofactor in enzyme protection during protein synthesis. It is an L-enantiomer of histidine and is necessary for histamine synthesis and human development. L-Histidine finds applications in cell culture, metabolomics and biochemical research.
Synonyms
(S)-2-Amino-3-(4-imidazolyl)propionic acid, NSC 137773
Canonical SMILES
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-/m0/s1
InChI Key
HNDVDQJCIGZPNO-YFKPBYRVSA-N
Boiling Point
458.9±35.0 ℃at 760 mmHg
Melting Point
282 ℃(dec.) (lit.)
Flash Point
231.3±25.9 ℃
Density
1.4±0.1 g/cm3
Solubility
H2O: 50 mg/mL
Application
L-histidine has been used as a component in agar plates containing 5-fluorocytosine (5-FC) for the selection of yeast transformants. It has also been used as a component of adult mouse keratinocyte growth medium.
Assay
98.5-101.0%
Beilstein
84088
Biochem Physiol Actions
L-Histidine is an essential amino acid that binds to metal ions and may aid in the transport of copper. Histidine is widely present at the active sites of enzymes. It also has a role in binding of heme groups, macromolecules and phosphate groups in the binding sites of proteins.
Biological Source
non-animal source
Color
white to off-white
EC Number
200-745-3
Exact Mass
155.069473
Feature
Can be used in Metabolomics and Biochemical research
High-quality compound suitable for multiple research applications
Form
powder
Gene Information
human CA1(759), CA2(760)
Impurity Content
endotoxin, tested
LogP
-1.26
MDL Number
MFCD00064315
NACRES
NA.26
PubChem ID
24895728
Quality Level
300
Refractive Index
1.615
Storage Temperature
2-8℃
Technique
cell culture | mammalian: suitable
Vapor Pressure
0.0±1.2 mmHg at 25℃

Upstream Synthesis Route 1

  • 4998-57-6
  • 71-00-1
  • 351-50-8

Reference: [1]Journal of the Chemical Society,1911,vol. 99,p. 1391

Downstream Synthesis Route 1

  • 71-00-1
  • 4998-57-6

Reference: [1] Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1912, vol. 77, p. 437,438
[2] Journal of Biological Chemistry, 1936, vol. 115, p. 93,97

Downstream Synthesis Route 2

  • 71-00-1
  • 51-45-6
  • 4998-57-6

Reference: [1] Journal of the Chemical Society, 1911, vol. 99, p. 344

Downstream Synthesis Route 3

  • 71-00-1
  • 4998-57-6

Reference: [1] Bulletin of the Chemical Society of Japan, 1991, vol. 64, # 12, p. 3741 - 3742

Downstream Synthesis Route 4

  • 71-00-1
  • 1074-59-5

Reference: [1]Hoppe-Seyler's Zeitschrift fur Physiologische Chemie,1910,vol. 65,p. 508

Downstream Synthesis Route 5

  • 71-00-1
  • 1074-59-5

Reference: [1]Journal of the Chemical Society,1911,vol. 99,p. 344

* For details of the synthesis route, please refer to the original source to ensure accuracy.

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