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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:
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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