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Key Documents

SMB00509

Sigma-Aldrich

1,2-Dimyristoyl-sn-glycerol

≥95%

Synonym(s):

(S)-1,2-Dimyristin, (S)-Glycerol 1,2-dimyristate, 1,2-Ditetradecanoyl-sn-glycerol, DMG

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About This Item

Empirical Formula (Hill Notation):
C31H60O5
CAS Number:
Molecular Weight:
512.81
Beilstein:
1808871
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.25

biological source

synthetic (organic)

Quality Level

Assay

≥95%

form

powder

functional group

ketone

lipid type

neutral glycerides

storage temp.

2-8°C

SMILES string

CCCCCCCCCCCCCC(OC[C@H](CO)OC(CCCCCCCCCCCCC)=O)=O

InChI

1S/C31H60O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(33)35-28-29(27-32)36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h29,32H,3-28H2,1-2H3/t29-/m0/s1

InChI key

JFBCSFJKETUREV-LJAQVGFWSA-N

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Application

1,2-Dimyristoyl-sn-glycerol (1,2-ditetradecanoyl-sn-glycerol) may be used as a reactant in the preparation of 1,2-[13,13-2H2]dimyristoyl-sn-glycero-3-phosphoethanolamine and sodium 1,2-ditetradecanoyl-sn-glycer-3-yl phenyl phosphate.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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L D'Abundo et al.
Oncogene, 36(47), 6617-6626 (2017-08-08)
Dysregulation of microRNAs (miRNAs) plays an important role in the pathogenesis of chronic lymphocytic leukemia (CLL). The Eμ-TCL1 transgenic mouse develops a form of leukemia that is similar to the aggressive type of human B-CLL, and this valuable model has
Orientation of the headgroup of phosphatidylinositol in a model biomembrane as determined by neutron diffraction.
Bradshaw JP, et al.
Biochemistry, 38(26), 8393-8401 (1999)
Dynamic structure and phase behavior of dimyristoylphosphatidylethanolamine bilayers studied by deuterium nuclear magnetic resonance.
Marsh D, et al.
Biochemistry, 22(12), 3023-3026 (1983)
V Micol et al.
Biophysical journal, 76(2), 916-927 (1999-02-04)
Lipid activation of protein kinase C alpha (PKC alpha) was studied by using a model mixture containing 1, 2-dimyristoyl-sn-glycero-3-phosphocholine (DMPC), 1, 2-dimyristoyl-sn-glycero-3-phosphoserine (DMPS), and 1, 2-dimyristoyl-sn-glycerol (1,2-DMG). This lipid mixture was physically characterized by differential scanning calorimetry (DSC), Fourier transform

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