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G7886

Sigma-Aldrich

sn-Glycerol 3-phosphate bis(cyclohexylammonium) salt

≥93% (GC)

Synonym(s):

L-α-Glycerol phosphate bis(cyclohexylammonium) salt, L-α-Glycerophosphate bis(cyclohexylammonium) salt

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About This Item

Empirical Formula (Hill Notation):
C3H9O6P · 2C6H13N
CAS Number:
29849-82-9
Molecular Weight:
370.42
Beilstein/REAXYS Number:
6831546
EC Number:
249-889-9
MDL number:
MFCD00063022
UNSPSC Code:
12352201
PubChem Substance ID:
24895325
NACRES:
NA.25

Quality Level

200

assay

≥93% (GC)

form

powder

impurities

<9% water (Karl Fischer)

color

white

solubility

water: 50 mg/mL, clear to very slightly hazy, colorless

storage temp.

−20°C

SMILES string

NC1CCCCC1.NC2CCCCC2.OC[C@@H](O)COP(O)(O)=O

InChI

1S/2C6H13N.C3H9O6P/c2*7-6-4-2-1-3-5-6;4-1-3(5)2-9-10(6,7)8/h2*6H,1-5,7H2;3-5H,1-2H2,(H2,6,7,8)/t;;3-/m..1/s1

InChI key

FWIDSLORBURWJY-CFMHHUGTSA-N

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Application

Glycerol 3-phosphate bis(cyclohexylammonium) salt was used as a standard when measuring the level of glycerol-3-phosphate produced by the hydrolysis of phosphatidic acid.

Biochem/physiol Actions

Glycerol 3-phosphate (G3P) is an important intermediate of carbohydrate and lipid metabolic pathways. It is produced from glycerol by glycerol kinase or from dihydroxyacetone phosphate by glycerol 3-phosphate dehydrogenase. G3P may enter the G3P shuttle to generate NAD+, or may be converted to glyceraldehyde 3-phosphate and enter glycolysis or the lipid biosynthesis pathway.

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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Shin-ya Morita et al.
Journal of lipid research, 50(9), 1945-1952 (2009-04-17)
In this work, we developed a novel enzymatic method for measuring phosphatidic acid (PA) in cultured cells. The enzymatic reaction sequence of the method involves hydrolysis of PA to produce glycerol-3-phosphate (G3P), which is then oxidized by G3P oxidase to
Christopher J Law et al.
Journal of molecular biology, 378(4), 828-839 (2008-04-09)
Active transport of substrates across cytoplasmic membranes is of great physiological, medical and pharmaceutical importance. The glycerol-3-phosphate (G3P) transporter (GlpT) of the E. coli inner membrane is a secondary active antiporter from the ubiquitous major facilitator superfamily that couples the
Karlis Vilks et al.
International journal of molecular sciences, 22(12) (2021-07-03)
The accumulation of lipid intermediates may interfere with energy metabolism pathways and regulate cellular energy supplies. As increased levels of long-chain acylcarnitines have been linked to insulin resistance, we investigated the effects of long-chain acylcarnitines on key components of the
Rajaa Sebaa et al.
Molecular metabolism, 25, 35-49 (2019-05-08)
Brown adipose tissue (BAT) is important for thermoregulation in many mammals. Uncoupling protein 1 (UCP1) is the critical regulator of thermogenesis in BAT. Here we aimed to investigate the deacetylation control of BAT and to investigate a possible functional connection

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