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1,2-Dioleoyl-rac-glycerol Sale

(Synonyms: 甘油1,2-二油酸酯,1,2-Dioleoyl-rac-glycerol) 目录号 : GC40314

Diacylglycerol analog

1,2-Dioleoyl-rac-glycerol Chemical Structure

Cas No.:2442-61-7

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10mg
¥616.00
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25mg
¥1,386.00
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50mg
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100mg
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Sample solution is provided at 25 µL, 10mM.

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产品描述

1,2-Dioleoyl-rac-glycerol is a form of diacylglycerol (DAG) where both acyl groups consist of the 18:1 oleoyl chain. It effectively binds the C1 domain to activate conventional protein kinase C forms and serves as a substrate for DAG kinases and multisubstrate lipid kinase.

Chemical Properties

Cas No. 2442-61-7 SDF
别名 甘油1,2-二油酸酯,1,2-Dioleoyl-rac-glycerol
Canonical SMILES O=C(OCC(CO)OC(CCCCCCC/C=C\CCCCCCCC)=O)CCCCCCC/C=C\CCCCCCCC
分子式 C39H72O5 分子量 621
溶解度 DMF: 10 mg/ml,Ethanol: 10 mg/ml,Ethanol:PBS(pH 7.2) (1:1): .5 mg/ml 储存条件 Store at RT
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 1.6103 mL 8.0515 mL 16.1031 mL
5 mM 0.3221 mL 1.6103 mL 3.2206 mL
10 mM 0.161 mL 0.8052 mL 1.6103 mL
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Research Update

Diacylglycerol acyltransferases from Vernonia and Stokesia prefer substrates with vernolic acid

Lipids 2006 Jun;41(6):557-66.PMID:16981434DOI:10.1007/s11745-006-5005-x.

Genetic engineering of common oil crops for industrially valuable epoxy FA production by expressing epoxygenase genes alone had limited success. Identifying other key genes responsible for the selective incorporation of epoxy FA into seed oil in natural high accumulators appears to be an important next step. We investigated the substrate preferences of acyl CoA:diacylglycerol acyltransferases (DGAT) of two natural high accumulators of vernolic acid, Vernonia galamensis and Stokesia laevis, as compared with a common oilseed crop soybean. Developing seed microsomes were fed with either [14C]oleoyl CoA or [14C] vernoloyl CoA in combinations with no exogenous DAG or with 1,2-dioleoyl-sn-glycerol, 1-palmitoyl-2-vernoloyl-sn-glycerol, 1,2-divernoloyl-sn-glycerol, 1,2-Dioleoyl-rac-glycerol, or 1,2-divernoloyl-rac-glycerol to determine their relative incorporation into TAG. The results showed that in using sn-1,2-DAG, the highest DGAT activity was from the substrate combination of vernoloyl CoA with 1,2-divernoloyl-sn-glycerol, and the lowest was from vernoloyl CoA or oleoyl CoA with 1,2-dioleoyl-sn-glycerol in both V. galamensis and S. laevis. Soybean DGAT was more active with oleoyl CoA than vernoloyl CoA, and more active with 1,2-dioleoyl-sn-glycerol when oleoyl CoA was fed. DGAT assays without exogenous DAG, or with exogenous sn-1,2-DAG fed individually or simultaneously showed consistent results. In combinations with either oleoyl CoA or vernoloyl CoA, DGAT had much higher activity with rac-1,2-DAG than with their corresponding sn-1,2-DAG, and the substrate selectivity was diminished when rac-1,2-DAG were used instead of sn-1,2-DAG. These studies suggest that DGAT action might be an important step for selective incorporation of vernolic acid into TAG in V. galamensis and S. laevis.

Properties of diacylglycerol kinase purified from bovine brain

Lipids 1986 Mar;21(3):206-11.PMID:3010026DOI:10.1007/BF02534823.

A nearly homogeneous but somewhat unstable diacylglycerol kinase (ca. MW 72,000 daltons) was purified from bovine brain by modification of the procedure of Kanoh et al. (Kanoh, H., Kondoh, H., and Ono, T. [1983] J. Biol. Chem. 258, 1767-1774). The purification consisted of four steps (brain cytosol isolation and successive chromatography on DEAE-cellulose, Sephadex G-25 for desalting and ATP-agarose) carried out in buffers stabilized with EDTA, ATP and dithiothreitol (DTT). Specific activities, determined within 4 hr of purification, ranged from 908-1857 nmol ATP incorporated/min/mg protein, with the variation reflecting the instability. Optimal activities required deoxycholate (0.1%), one of the phosphoglycerides [phosphatidylcholine (PC), phosphatidylethanolamine (PE) or phosphatidylserine (PS)] (0.025-0.25 mM), ATP (5 mM, apparent Km = 0.57 mM), 1,2-Dioleoyl-rac-glycerol (5 mM, apparent Km = 1 mM) and Mg2+ (10 mM, apparent Km = 2.2 mM). Phosphatidylinositol (PI) was slightly less effective than PC, PE or PS and noninhibitory in combination with PC, PE or PS. Relative to PC phosphatidic acid (PA) (52%), sphingomyelin (48%), lyso-PC (1.5%) and lyso-PI (28.6%) were less effective activators. The sulfhydryl reagents, p-chloromercuribenzoic acid (PCMB) (1.0 mM), N-ethylmaleimide (NEM) (1.0 and 2.0 mM) and 5,5'-dithiobis-(2-nitrobenzoic acid) (DTNB) (1.0 mM), showed strong inhibition of activity which was prevented by 0.5 mM DTT. In contrast to other reports, this purified enzyme showed no monoacylglycerol kinase activity. Comparison of diacylglycerols of varying fatty acid composition indicated that the enzyme showed a preference for substrates with at least one unsaturated fatty acid, particularly in the 2-position.(ABSTRACT TRUNCATED AT 250 WORDS)