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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:
1730457
MDL number:
MFCD00148866
UNSPSC Code:
12352211
PubChem Substance ID:
24893212
NACRES:
NA.25

biological source

semisynthetic

Quality Level

200

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 Code

10 - Combustible liquids

WGK

WGK 1

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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Hanako Nishikawa et al.
Bio-protocol, 10(10), e3626-e3626 (2021-03-05)
It is important to experimentally determine how membrane proteins are integrated into biomembranes to unveil the roles of the integration factors, and to understand the functions and structures of membrane proteins. We have developed a reconstitution system for membrane protein
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
Pamela J McFie et al.
Journal of lipid research, 52(9), 1760-1764 (2011-06-10)
Triacylglycerols (TG) are the major storage form of energy in eukaryotic organisms and are synthesized primarily by acyl CoA:1,2-diacylglycerol acyltransferase (DGAT) enzymes. In vitro DGAT activity has previously been quantified by measuring the incorporation of either radiolabeled fatty acyl CoA
Keisuke Kobayashi et al.
Scientific reports, 8(1), 12099-12099 (2018-08-16)
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
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