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D1657

Sigma-Aldrich

1,3-Dioleoyl-2-palmitoylglycerol

Synonyme(s) :

1,3-Di(cis-9-octadecenoyl)-2-hexadecanoylglycerol

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About This Item

Formule empirique (notation de Hill):
C55H102O6
Numéro CAS:
1716-07-0
Poids moléculaire :
859.39
Numéro MDL:
MFCD00057803
Code UNSPSC :
12352211
ID de substance PubChem :
24893508
Nomenclature NACRES :
NA.25

Groupe fonctionnel

ester

Niveau de qualité

100

Type de lipide

neutral glycerides

Chaîne SMILES 

CCCCCCCCCCCCCCCC(=O)OC(COC(=O)CCCCCCC\C=C\CCCCCCCC)COC(=O)CCCCCCC\C=C\CCCCCCCC

InChI

1S/C55H102O6/c1-4-7-10-13-16-19-22-25-27-30-32-35-38-41-44-47-53(56)59-50-52(61-55(58)49-46-43-40-37-34-29-24-21-18-15-12-9-6-3)51-60-54(57)48-45-42-39-36-33-31-28-26-23-20-17-14-11-8-5-2/h25-28,52H,4-24,29-51H2,1-3H3/b27-25+,28-26+

Clé InChI

PPTGNVIVNZLPPS-NBHCHVEOSA-N

Description générale

1,3-Dioleoyl-2-palmitoylglycerol (OPO) is a structured triglyceride in infant formula. Its structure is like human milk fat (HMF).

Application

1,3-Dioleoyl-2-palmitoylglycerol (OPO) has been used:
  • as a synthetic triacylglycerol (TAG) standard to investigate the fragmentation patterns of TAGs in milk fat by the multi-dimension mass spectrometry (MDMS) method
  • as a lipid standard to analyze OPO content/TAG compositions in the acidolysis products by high-performance liquid chromatography-evaporative light scattering detector (HPLC-ELSD)
  • as a standard in silver-ion HPLC separation of OPO-rich human milk fat substitute (HMFS)

Actions biochimiques/physiologiques

1,3-Dioleoyl-2-palmitoylglycerol (OPO) exerts several beneficial effects on infants, including remitting constipation, improved calcium and fatty acid absorption, and improved bone development.

Conditionnement

Sealed ampule

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Jeung Hee Lee et al.
New biotechnology, 27(1), 38-45 (2009-11-03)
1,3-Dioleoyl-2-palmitoylglycerol (OPO)-rich human milk fat substitute (HMFS) was synthesized from tripalmitin-rich fraction and ethyl oleate by a lipase-catalyzed interesterification. Response surface methodology was employed to optimize its OPO content and acyl migration with reaction factors - substrate mole ratio of
A Rosa et al.
Food & function, 7(9), 4092-4103 (2016-09-08)
We explored the changes in viability and lipid profile occurring in cancer cells, murine melanoma cells (B16F10 cells) and human cervical carcinoma cells (HeLa cells), when exposed to 24 h-treatments with an n-3 PUFA-rich oil obtained by supercritical extraction with
Fei Teng et al.
Food chemistry, 297, 124976-124976 (2019-06-30)
Milk fat is arguably one of the most complex fats found in nature and varies widely between animal species. Analysis of its digestion products is tremendously challenging, due to the complexity, diversity, and large range of concentrations of triacylglycerols (TAGs)
Fei Teng et al.
Food chemistry, 297, 124976-124976 (2019-06-30)
Milk fat is arguably one of the most complex fats found in nature and varies widely between animal species. Analysis of its digestion products is tremendously challenging, due to the complexity, diversity, and large range of concentrations of triacylglycerols (TAGs)

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