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![23:2 Diyne PE [DC(8,9)PE] 1,2-bis(10,12-tricosadiynoyl)-sn-glycero-3-phosphoethanolamine, powder](/deepweb/assets/sigmaaldrich/product/images/228/422/4e95f75c-14fa-4117-a383-2eff73fa927f/640/4e95f75c-14fa-4117-a383-2eff73fa927f.jpg)
분석
>99% (TLC)
양식
powder
포장
pkg of 1 × 10 mg (800814P-10mg)
pkg of 1 × 25 mg (800814P-25mg)
제조업체/상표
Avanti Research™ - A Croda Brand 800814P
지질 유형
neutral glycerides
neutral lipids
배송 상태
dry ice
저장 온도
−20°C
SMILES string
O([C@H](COC(=O)CCCCCCCCCCCCC)CO)C(=O)CCCCCCCCCCCCC
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
일반 설명
1,2-dimyristoyl-sn-glycerol (14:0 DG) with small polar headgroup and two fatty acid, is an E coli membrane lipid.
In biochemical signaling, diacylglycerol (DAG) functions as a second messenger signaling lipid, and is a product of the hydrolysis of the phospholipid PIP2 (phosphatidylinositolbisphosphate) by the enzyme phospholipase C (PLC) (a membrane-bound enzyme) that, through the same reaction, produces inositol trisphosphate (IP3). Although inositol trisphosphate (IP3) diffuses into the cytosol, DAG remains within the plasma membrane due to its hydrophobic properties. IP3 stimulates the release of calcium ions from the smooth endoplasmic reticulum, whereas DAG is a physiological activator of protein kinase C (PKC). The production of DAG in the membrane facilitates translocation of PKC from the cytosol to the plasma membrane.
Diacylglycerol mimicks the effects of the tumor-promoting compounds phorbol esters.
Diacylglycerol mimicks the effects of the tumor-promoting compounds phorbol esters.
애플리케이션
14:0 DG may be used:
- in the reconstitution of dry lipids for thin layer chromatography
- in lipid nanoparticles for RNA delivery studies
- as a standard in gas chromatography–mass spectrometry (GC-MS) analysis for the quantification of lipid A diacylglycerols
생화학적/생리학적 작용
Diacylglycerol (DAG) displays a flip-flop motion. This movement of DAG is inhibited by membrane protein integrase (mini-MPIase-3).It also forms nonlamellar phase.
포장
5 mL Amber Glass Screw Cap Vial (800814P-10mg)
5 mL Amber Glass Screw Cap Vial (800814P-25mg)
저장 및 안정성
Diacylglycerols are conveniently stored in chloroform solutions in glass vials with PTFE-lined caps at -20°C. Under these conditions acyl migration is minimal. Avoid plastic when handling chloroform solutions.
기타 정보
Delivery to cells:
Dry samples of diacylglycerol in chloroform, using a stream of nitrogen. Dissolve the residue in an appropriate volume of ethanol or DMSO, then dilute to the desired aqueous medium.
Dry samples of diacylglycerol in chloroform, using a stream of nitrogen. Dissolve the residue in an appropriate volume of ethanol or DMSO, then dilute to the desired aqueous medium.
Effective concentration:
Most biological responses saturate at 20 to 250 μM sn-1,2-dioctanoylglycerol. Only sn-1,2 isomers appear to be active.
Most biological responses saturate at 20 to 250 μM sn-1,2-dioctanoylglycerol. Only sn-1,2 isomers appear to be active.
Precaution: Since short chain Diacylglycerols mimic effects of the tumor-promoting phorbol diesters in a number of biological systems, extra care should be employed in their handling. Treatment of solutions, vessels and other articles with 1N NaOH before washing or discarding will destroy diacylglycerols.
법적 정보
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
가장 최신 버전 중 하나를 선택하세요:
Nancy J Phillips et al.
The Journal of biological chemistry, 286(24), 21203-21219 (2011-04-19)
Vibrio fischeri, a bioluminescent marine bacterium, exists in an exclusive symbiotic relationship with the Hawaiian bobtail squid, Euprymna scolopes, whose light organ it colonizes. Previously, it has been shown that the lipopolysaccharide (LPS) or free lipid A of V. fischeri
B R Ganong et al.
Proceedings of the National Academy of Sciences of the United States of America, 83(5), 1184-1188 (1986-03-01)
The specificity of protein kinase C activation by sn-1,2-diacylglycerols and analogues was investigated by using a Triton X-100 mixed micellar assay [Hannun, Y. A., Loomis, C. R. & Bell, R. M. (1985) J. Biol. Chem. 260, 10039-10043]. Analogues containing acyl
Specificity and Mechanism of Protein Kinase C Activation by sn-1,2-diacylglycerols.
Ganong BR, et al.
Proceedings of the National Academy of Sciences of the USA, 83, 1184-1188 (1986)
Mathias Haag et al.
Metabolites, 2(1), 57-76 (2012-01-01)
Lipids, such as phosphoinositides (PIPs) and diacylglycerol (DAG), are important signaling intermediates involved in cellular processes such as T cell receptor (TCR)-mediated signal transduction. Here we report identification and quantification of PIP, PIP2 and DAG from crude lipid extracts. Capitalizing
J G Ebeling et al.
Proceedings of the National Academy of Sciences of the United States of America, 82(3), 815-819 (1985-02-01)
Activation of cellular protein kinase C appears to be involved in the mechanism by which phorbol diesters induce differentiation of human myeloid leukemia cells (HL-60). Protein kinase C is thought to be physiologically activated by diacylglycerol derived from receptor-mediated phosphatidylinositol
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