모든 사진(1)
About This Item
실험식(Hill 표기법):
C19H36O5
CAS Number:
Molecular Weight:
344.49
MDL number:
UNSPSC 코드:
12352211
NACRES:
NA.25
추천 제품
분석
>99% (TLC)
양식
liquid
포장
pkg of 1 × 10 mg (with screw cap (800800O-10mg))
pkg of 1 × 25 mg (with screw cap (800800O-25mg))
제조업체/상표
Avanti Research™ - A Croda Brand 800800O
지질 유형
neutral lipids
neutral glycerides
배송 상태
dry ice
저장 온도
−20°C
SMILES string
O([C@H](COC(=O)CCCCCCC)CO)C(=O)CCCCCCC
InChI
1S/C19H36O5/c1-3-5-7-9-11-13-18(21)23-16-17(15-20)24-19(22)14-12-10-8-6-4-2/h17,20H,3-16H2,1-2H3/t17-/m0/s1
InChI key
ZQBULZYTDGUSSK-KRWDZBQOSA-N
일반 설명
08:0 DG (1,2-dioctanoyl-sn-glycerol), also referred as di-C8, is a short-chain cell-permeable diacyl glycerol.
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
08:0 DG may be used:
- to study its stimulatory effect on protein kinase C (PKC) in human cell lines
- as a lipid cofactor in PKC activity assay
- in vesicular-fusion protein Sec-18 binding studies
생화학적/생리학적 작용
08:0 DG (1,2-dioctanoyl-sn-glycerol) mimics endogenous diacylglycerol andis a active phorbol compund. It activates protein kinase C (PKC). It binds to the epidermal growth factor (EGF) receptor similar to 4β-phorbol 12β-myristate 13α-acetate (PMA). DiC8 elevates the phosphoserine and phosphothreonine levels. DiC8 stimulates the release of superoxide in neutrophils. It downregulates nicotinic acetylcholine receptor α1 subunit 1 (nAChR1).
포장
5 mL PTFE Vial with Screw Cap (800800O-10mg)
5 mL PTFE Vial with Screw Cap (800800O-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
10 - Combustible liquids
WGK
WGK 3
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
가장 최신 버전 중 하나를 선택하세요:
Regulation of human monocyte surface antigen expression. I. Up-modulation of Mo3e antigen expression on U-937 and HL-60 cells stimulated by pharmacologic activators of protein kinase C
Todd RF, et al.
Blood, 68(5), 1154-1161 (1986)
Phosphatidic acid induces conformational changes in Sec18 protomers that prevent SNARE priming
Starr ML, et al.
Test, 294(9), 3100-3116 (2019)
Rottlerin is a mitochondrial uncoupler that decreases cellular ATP
Soltoff SP
Test, 276(41), 37986-37992 (1986)
1, 2-dioctanoyl-sn-glycerol can stimulate neutrophils by different mechanisms. Evidence for a pathway that does not involve phosphorylation of the 47-kDa protein.
Badwey JA, et al.
The Journal of biological chemistry, 264(34), 20676-20682 (1989)
sn-1, 2-Dioctanoylglycerol. A cell-permeable diacylglycerol that mimics phorbol diester action on the epidermal growth factor receptor and mitogenesis.
Davis RJ, et al.
The Journal of biological chemistry, 260(3), 1562-1566 (1985)
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