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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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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)
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)
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)
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
G E Gilbert et al.
Biochemistry, 32(37), 9577-9585 (1993-09-21)
Phosphatidylserine, a negatively charged lipid, is exposed on the platelet membrane following cell stimulation, correlating with the expression of factor VIII receptors. We have explored the importance of the negative electrostatic potential of phosphatidylserine vs chemical moieties of phosphatidylserine for
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