Skip to Content
MilliporeSigma
All Photos(2)

Documents

D1657

Sigma-Aldrich

1,3-Dioleoyl-2-palmitoylglycerol

≥99%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C55H102O6
CAS Number:
1716-07-0
Molecular Weight:
859.39
MDL number:
MFCD00057803
UNSPSC Code:
12352211
PubChem Substance ID:
24893508
NACRES:
NA.25

Quality Level

100

assay

≥99%

form

liquid

functional group

ester

lipid type

neutral glycerides

shipped in

ambient

storage temp.

−20°C

SMILES string

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+

InChI key

PPTGNVIVNZLPPS-NBHCHVEOSA-N

General description

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)

Biochem/physiol Actions

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.

Packaging

Sealed ampule

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 5

1 of 5

Phospholipase D from Arachis hypogaea (peanut) Type II, lyophilized powder, ≥60 units/mg protein

Sigma-Aldrich

P0515

Phospholipase D from Arachis hypogaea (peanut)

Sigma-Aldrich

Sigma-Aldrich

C4899

Carnitine Acetyltransferase from pigeon breast muscle

L-Ascorbic acid analytical standard

Supelco

47863

L-Ascorbic acid

Glyceryl tripalmitate ≥99%

Sigma-Aldrich

T5888

Glyceryl tripalmitate

Retinol synthetic, ≥95% (HPLC), (Powder or Powder with Lumps)

Sigma-Aldrich

R7632

Retinol

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)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service