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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:
60562-16-5
Molecular Weight:
512.81
Beilstein/REAXYS Number:
1808871
MDL number:
MFCD00048454
UNSPSC Code:
12352211
PubChem Substance ID:
329825036
NACRES:
NA.25

biological source

synthetic (organic)

Quality Level

200

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

11 - Combustible Solids

wgk_germany

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.
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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
Suvasini Ramaswamy et al.
Proceedings of the National Academy of Sciences of the United States of America, 114(10), E1941-E1950 (2017-02-17)
Safe and efficient delivery of messenger RNAs for protein replacement therapies offers great promise but remains challenging. In this report, we demonstrate systemic, in vivo, nonviral mRNA delivery through lipid nanoparticles (LNPs) to treat a Factor IX (
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