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D0138

Sigma-Aldrich

1,2-Dioleoyl-sn-glycerol

≥97%

Synonym(s):

(9Z)-9-Octadecenoic acid 1,1′-[(1S)-1-(hydroxymethyl)-1,2-ethanediyl] ester, (S)-1,2-Diolein, (S)-Glycerol 1,2-dioleate, 1,2-Di(cis-9-octadecenoyl)-sn-glycerol, DG(18:1(9Z)/18:1(9Z)/0:0), DG(18:1/18:1/0:0)

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About This Item

Empirical Formula (Hill Notation):
C39H72O5
CAS Number:
24529-88-2
Molecular Weight:
620.99
Beilstein/REAXYS Number:
1730457
MDL number:
MFCD00148866
UNSPSC Code:
12352211
PubChem Substance ID:
24893212
NACRES:
NA.25

biological source

semisynthetic

assay

≥97%

form

liquid

impurities

1,3-isomer, trace

functional group

ether

lipid type

neutral glycerides

shipped in

dry ice

storage temp.

−20°C

SMILES string

OC[C@H](OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O

InChI

1S/C39H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,37,40H,3-16,21-36H2,1-2H3/b19-17-,20-18-/t37-/m0/s1

InChI key

AFSHUZFNMVJNKX-LLWMBOQKSA-N

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Application


  • Direct and simultaneous analysis of lipase-catalyzed hydrolysis of high-oleic oil model by chiral stationary phase HPLC-ELSD.: This study utilizes 1,2-dioleoyl-sn-glycerol to investigate lipase-catalyzed hydrolysis, providing insights into enzymatic processes and chiral analysis which are critical in food chemistry and biochemistry (Choi et al., 2022).

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

Certificates of Analysis (COA)

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Atropisomers with a biaryl dihydronaphthopyranone structure, dinapinones A1 (DPA1) (M position) and A2 (DPA2) (P position), were isolated from the fungus culture broth of Talaromyces pinophilus FKI-3864 as inhibitors of [14C]neutral lipid ([14C]triacylglycerol (TG) and [14C]cholesteryl ester (CE)) synthesis from
Ferdinand Ngale Njume et al.
PLoS neglected tropical diseases, 13(7), e0007591-e0007591 (2019-07-23)
Onchocerca volvulus is the nematode pathogen responsible for human onchocerciasis also known as "River blindness", a neglected tropical disease that affects up to 18 million people worldwide. Helminths Excretory Secretory Products (ESPs) constitute a rich repertoire of molecules that can
Peter Reinink et al.
European journal of immunology, 49(5), 737-746 (2019-03-12)
Lyme disease is a common multisystem disease caused by infection with a tick-transmitted spirochete, Borrelia burgdorferi and related Borrelia species. The monoglycosylated diacylglycerol known as B. burgdorferi glycolipid II (BbGL-II) is a major target of antibodies in sera from infected
Rachel N Cotton et al.
The Journal of clinical investigation, 131(1) (2021-01-05)
CD1a-autoreactive T cells contribute to skin disease, but the identity of immunodominant self-lipid antigens and their mode of recognition are not yet solved. In most models, MHC and CD1 proteins serve as display platforms for smaller antigens. Here, we showed
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