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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:
Molecular Weight:
199.10 (free acid basis)
UNSPSC Code:
12352209
NACRES:
NA.26

Quality Level

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)

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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
An ATP-independent phosphotransferase in higher plants. The formation of O-phospho-L-homoserine from O-succinyl-L-homoserine and phosphate.
Haginiwa, J., et al.
Chemical & Pharmaceutical Bulletin, 27, 1710-1713 (1979)
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)
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
D Bartlem et al.
Plant physiology, 123(1), 101-110 (2000-05-12)
In higher plants, O-phosphohomoserine (OPH) represents a branch point between the methionine (Met) and threonine (Thr) biosynthetic pathways. It is believed that the enzymes Thr synthase (TS) and cystathionine gamma-synthase (CGS) actively compete for the OPH substrate for Thr and

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