1,2-DIPALMITOYL-SN-글리세롤

한글명:1,2-DIPALMITOYL-SN-글리세롤

카스 번호30334-71-5

상품명:1,2-DIPALMITOYL-SN-GLYCEROL

CBNumberCB4228240

분자식C35H68O5

포뮬러 무게568.91

MOL 파일30334-71-5.mol

동의어(한글)

1,2-DIPALMITOYL-SN-글리세롤

화학적 성질

녹는점	66-69 °C
끓는 점	620.8±22.0 °C(Predicted)
밀도	0.930±0.06 g/cm3(Predicted)
저장 조건	-20°C
용해도	DMF: 20 mg/ml; DMSO: 5 mg/ml; Ethanol: 30 mg/ml; PBS (pH 7.2): .25 mg/ml
물리적 상태	결정성 고체
산도 계수 (pKa)	13.69±0.10(Predicted)
색상	White to off-white
BRN	1730209

위험 및 안전 성명

WGK 독일	1
F 고인화성물질	10

그림문자(GHS)

1,2-DIPALMITOYL-SN-글리세롤 화학적 특성, 용도, 생산

용도
1,2-Dipalmitoyl-sn-glycerol (1,2-DPG) is an analog of the protein kinase C (PKC)-activating second messenger diacylglycerol. 1,2-Dipalmitoyl-sn-glycerol is a weak activator of PKC.
정의
ChEBI: A 1,2-diacyl-sn-glycerol in which both acyl groups are specified as palmitoyl (hexadecanoyl).
일반 설명
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.
Purification Methods
Crystallise S(-)-1,2-dipalmitin from chloroform/pet ether (b 40-60o) ~1:1.5. [S(-)-isomer: Baer & Kates J Am Chem Soc 72 942 1950, Hanahan & Vercamer J Am Chem Soc 7 6 1804 1954, R(+)-isomer: Tattrie et al. Arch Biochem 78 319 1958, Beilstein 2 IV 1173.] The racemate [40290-32-2] is polymorphic with different IR spectra. When crystallised from hexane, or other solvents, the higher melting form with m 71.5-72.5o is obtained. The melt then solidifies to give the lower melting -form with m 49.7-50o. The -form has m 61o (65-66o is also reported). When the lower melting forms are kept at their melting temperatures for a while, they are converted to the higher melting form. [Howe & Malkin J Chem Soc 2663 1951, Baer & Kates J Am Chem Soc 72 942 1950, Beilstein 2 IV 1173.]

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