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L-valine

File:L-valine-2D-skeletal.png · Wikimedia Commons · See Wikimedia Commons

EntityQ483752· pop 66· linked from 851 articles

L-valine

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Also known as L-Val, (2S)-2-Amino-3-methylbutanoic acid, (S)-Valine, L-alpha-Amino-beta-methylbutyric acid, Val, Valine, V, 2-Amino-3-methylbutyric acid

thumb|Valine ball and stick model spinning Valine (symbol Val or V) is an α-amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated −NH3+ form under biological conditions), an α-carboxylic acid group (which is in the deprotonated −COO− form under biological conditions), and a side chain isopropyl group, making it a non-polar aliphatic amino acid. Valine is essential in humans, meaning the body cannot synthesize it; it must be obtained from dietary sources which are foods that contain proteins, such as meats, dairy products, soy products

OverviewAI-generated

L-valine is a chemical compound with the formula C₅H₁₁NO₂. Its canonical SMILES structure is CC(C)C(C(=O)O)N, and its isomeric SMILES is CC(C)[C@H](N)C(O)=O. The International Union of Pure and Applied Chemistry name is (2S)-2-azaniumyl-3-methylbutanoate. The substance has a mass of 117.079 and a weight of 117.15. It possesses a pKa of 9.719 and a density of 1.230. The melting point is recorded at 315.

Additional properties include an xlogP value of -1.6 and a topological polar surface area of 67.8. It has one hydrogen bond donor and two hydrogen bond acceptors, with a charge of 0. The compound is associated with the Commons category "Valine" and the NCI Thesaurus ID C29604. In academic literature, there are 39,481 PubMed entries referencing L-valine. It is also referenced by 851 other encyclopedia articles.

Synthesized by Vinony from 22 facts across 4 sources: Wikidata, PubChem, PubMed, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

Chemical data

Formula
C5H11NO2
Molecular weight
117.15 g/mol
IUPAC name
(2S)-2-azaniumyl-3-methylbutanoate
SMILES
CC(C)[C@@H](C(=O)[O-])[NH3+]
InChIKey
KZSNJWFQEVHDMF-BYPYZUCNSA-N
XLogP
-1.6
Polar surface area
67.8 Ų
H-bond donors
1
H-bond acceptors
2
Formal charge
0

via PubChem

Research

39,481 papers

via PubMed

Wikidata facts

Subclass of
branched-chain amino acid
Has part
carbon
Mass
117.079
Has use
medication
Show 10 more facts
found in taxon
Rhynchospora colorata
Commons category
Valine
chemical formula
C₅H₁₁NO₂
canonical SMILES
CC(C)C(C(=O)O)N
pKa
9.719
density
1.230
melting point
315
isomeric SMILES
CC(C)[C@H](N)C(O)=O
NCI Thesaurus ID
C29604
has characteristic
bitterness
Sources (3)

via Wikidata · CC0

~5 min read

Encyclopedic overview

13 sections
Contents
  • History and etymology
  • Nomenclature
  • Metabolism
  • Source and biosynthesis
  • Degradation
  • Synthesis
  • Medical significance
  • Metabolic diseases
  • Insulin resistance
  • Hematopoietic stem cells
  • See also
  • References
  • External links

thumb|Valine ball and stick model spinning Valine (symbol Val or V) is an α-amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated −NH3+ form under biological conditions), an α-carboxylic acid group (which is in the deprotonated −COO− form under biological conditions), and a side chain isopropyl group, making it a non-polar aliphatic amino acid. Valine is essential in humans, meaning the body cannot synthesize it; it must be obtained from dietary sources which are foods that contain proteins, such as meats, dairy products, soy products, beans and legumes. It is encoded by all codons starting with GU (GUU, GUC, GUA, and GUG).

==History and etymology== Valine was first isolated from casein in 1901 by Hermann Emil Fischer. The name valine comes from its structural similarity to valeric acid, which in turn is named after the plant valerian due to the presence of the acid in the roots of the plant.

Excerpted from Wikipedia’s “L-valine” article, available under the CC BY-SA 4.0 licence.

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