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04668

Sigma-Aldrich

O-Phospho-L-homoserine lithium salt

≥95% (TLC)

Synonym(s):

O-Phosphono-L-homoserine lithium salt, L-2-Amino-4-hydroxybutyric acid 4-phosphate lithium salt, L-Homoserine O-phosphate lithium salt, H-Hse(PO3H2)-OH

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About This Item

Empirical Formula (Hill Notation):
C4H10NO6P · xLi+
CAS Number:
4210-66-6
Molecular Weight:
199.10 (free acid basis)
UNSPSC Code:
12352209
NACRES:
NA.26

Assay

≥95% (TLC)

form

powder

optical activity

[α]/D -18.0±2.0°, c = 1 in H2O

color

white to off-white

storage temp.

−20°C

InChI

1S/C4H10NO6P/c5-3(4(6)7)1-2-11-12(8,9)10/h3H,1-2,5H2,(H,6,7)(H2,8,9,10)/t3-/m0/s1

InChI key

FXDNYOANAXWZHG-VKHMYHEASA-N

Biochem/physiol Actions

Metabolite in glycine, serine and threonine metabolism. In higher plants, O-phosphohomoserine represents a branch point between the methionine and threonine biosynthetic pathways.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Oliver Kreft et al.
Plant physiology, 131(4), 1843-1854 (2003-04-15)
In plants, metabolic pathways leading to methionine (Met) and threonine diverge at the level of their common substrate, O-phosphohomoserine (OPHS). To investigate the regulation of this branch point, we engineered transgenic potato (Solanum tuberosum) plants affected in cystathionine gamma-synthase (CgS)
Stereochemistry of the hydrogen removal at position 3 in the enzymic synthesis of L-threonine from O-phospho-L-homoserine.
Fuganti, C.
Journal of the Chemical Society. Chemical Communications, 7, 337-339 (1979)
T Zhou et al.
Structure (London, England : 1993), 8(12), 1247-1257 (2001-02-24)
Homoserine kinase (HSK) catalyzes an important step in the threonine biosynthesis pathway. It belongs to a large yet unique class of small metabolite kinases, the GHMP kinase superfamily. Members in the GHMP superfamily participate in several essential metabolic pathways, such
O Fiehn et al.
Analytical chemistry, 72(15), 3573-3580 (2000-08-22)
Unknown compounds in polar fractions of Arabidopsis thaliana crude leaf extracts were identified on the basis of calculations of elemental compositions obtained from gas chromatography/low-resolution quadrupole mass spectrometric data. Plant metabolites were methoximated and silylated prior to analysis. All known
Hongtao Li et al.
Science (New York, N.Y.), 315(5814), 1000-1003 (2007-02-17)
Pathogenic bacteria use the type III secretion system to deliver effector proteins into host cells to modulate the host signaling pathways. In this study, the Shigella type III effector OspF was shown to inactivate mitogen-activated protein kinases (MAPKs) [extracellular signal-regulated
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