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L-Homoserine

CAT: 0931-T4757-01Size: 1 mL - 10 mM (in DMSO)Dry Ice: NoHazardous: No
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CAT#:0931-T4757-01Size:1 mL - 10 mM (in DMSO)
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CAS Number
672-15-1
Target
Endogenous Metabolite
Related Pathways
Metabolism
Purity
0.9977
Bioactivity
L-Homoserine ((S) - (-) -2-AMINO-4-HYDROXYBUTYRIC ACID) is a more reactive variant of the amino acid serine. In this variant, the hydroxyl side chain contains an additional CH2 group which brings the hydroxyl group closer to its own carboxyl group, allowing it to chemically react to form a five-membered ring. This occurs at the point that amino acids normally join to their neighbours in a peptide bond. L-Homoserine is therefore unsuitable for forming proteins and has been eliminated from the repertoire of amino acids used by living things. L-Homoserine is the final product on the C-terminal end of the N-terminal fragment following a cyanogen bromide cleavage.
Smiles
N[C@@H](CCO)C(O)=O
Molecular Formula
C4H9NO3
Molecular Weight
119.12
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

L-Homoserine

L-homoserine is the L-enantiomer of homoserine. It has a role as a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite, a human metabolite and an algal metabolite. It is an enantiomer of a D-homoserine. It is a tautomer of a L-homoserine zwitterion.

CAS Number672-15-1
PubChem CID12647
IUPAC Name(2S)-2-amino-4-hydroxybutanoic acid
Molecular FormulaC4H9NO3
Molecular Weight119.12
XLogP-4.4
Topological Polar Surface Area83.6
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Heavy Atom Count8
Formal Charge0
Complexity83
SMILES
C(CO)[C@@H](C(=O)O)N
InChI
InChI=1S/C4H9NO3/c5-3(1-2-6)4(7)8/h3,6H,1-2,5H2,(H,7,8)/t3-/m0/s1
InChIKey
UKAUYVFTDYCKQA-VKHMYHEASA-N
Chemical Structure
2D Structure
2D structure of L-Homoserine
CAS: 672-15-1
CID: 12647
Formula: C4H9NO3
MW: 119.12
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight119.12
XLogP3-4.4
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Exact Mass119.058243149
Monoisotopic Mass119.058243149
Topological Polar Surface Area83.6 Ų
Heavy Atom Count8
Formal Charge0
Complexity83.4
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes