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92034

Sigma-Aldrich

sn-Glycerol 1-phosphate lithium salt

≥95.0% (TLC)

Synonym(s):

D-Glycerol 3-phosphate lithium salt, L-Glycerol 1-phosphate lithium salt

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About This Item

Empirical Formula (Hill Notation):
C3H9O6P · xLi+
Molecular Weight:
172.07 (free acid basis)
UNSPSC Code:
51191904
PubChem Substance ID:
329770110
NACRES:
NA.32

Assay

≥95.0% (TLC)

form

powder

optical activity

[α]/D -2.0±0.5°, c = 1 in H2O

lipid type

phosphoglycerides

storage temp.

−20°C

SMILES string

OC[C@H](O)COP(O)(O)=O

InChI

1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/t3-/m0/s1

InChI key

AWUCVROLDVIAJX-VKHMYHEASA-N

Biochem/physiol Actions

Metabolite of glycerophospholipid metabolism, component of lipoteichoic acids and polyglycerolphosphates.

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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Yan Boucher et al.
Molecular microbiology, 52(2), 515-527 (2004-04-07)
A characteristic feature of the domain archaea are the lipids forming the hydrophobic core of their cell membrane. These unique lipids are composed of isoprenoid side-chains stereospecifically ether linked to sn-glycerol-1-phosphate. Recently, considerable progress has been made in characterizing the
Harald Guldan et al.
Biochemistry, 47(28), 7376-7384 (2008-06-19)
The exclusive presence of glycerol-1-phosphate dehydrogenases (G1PDH) has been postulated to be a key feature that distinguishes archaea from bacteria. However, homologues of G1PDH genes can be found in several bacterial species, among them the hitherto uncharacterized open reading frame
Yosuke Koga et al.
Bioscience, biotechnology, and biochemistry, 70(1), 282-285 (2006-01-24)
sn-Glycerol-1-phosphate dehydrogenase is responsible for the formation of sn-glycerol-1-phosphate, the backbone of membrane phospholipids of Archaea. This activity had never been detected in cell-free extract of Sulfolobus sp. Here we report the detection of this activity on the thermostable ST0344
Angelika Gründling et al.
Proceedings of the National Academy of Sciences of the United States of America, 104(20), 8478-8483 (2007-05-08)
Lipoteichoic acid (LTA), a glycerol phosphate surface polymer, is a component of the envelope of Gram-positive bacteria. However, the molecular basis for its synthesis or function is not known. Here we report that Staphylococcus aureus LtaS synthesizes glycerol phosphate LTA.
M Nishihara et al.
Journal of biochemistry, 117(5), 933-935 (1995-05-01)
One of the most characteristic features of archaebacterial ether phospholipids is the enantiomeric configuration of their glycerophosphate backbone (sn-glycerol-1-phosphate), that is the mirror image of the structure of the eubacterial or eukaryotic counterpart. The enzyme that forms glycerophosphate of this

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