ALEXIS Biochemicals: 1-O-Hexadecyl-sn-glycerol

ALX-300-129

Revised 16-Feb-05

1-O-Hexadecyl-sn-glycerol
SYNONYMS	1-O-Palmitoyl-sn-glycerol Monoceryl Glyceryl Ether Chimyl alcohol
PRODUCT LINE	Signal Transduction
PRODUCT CATEGORY	Mono- & Diacylglycerols

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-300-129-G001		1 g	60.00 USD
ALX-300-129-G005		5 g	240.00 USD

Product Specification

FORMULA:	C₁₉H₄₀O₃
MW:	316.5
CAS NUMBER:	506-03-6
PURITY:	≥98%
APPEARANCE:	White to off-white solid.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C

Product Description

Naturally occuring ether lipid. Reduces myocardial ischemia/reperfusion injury [1,2]. Can be used to improve cellular uptake and to reduce toxicity of phosphorothioated antisense oligodeoxyribonucleotides when conjugated at the 3'-end [3]. Inhibits cellular proliferation, anchorage-independent growth and cellular invasion in human prostate cancer cell lines [4].

Product Specific Literature References

[1] Myocardial salvage by chimyl alcohol: possible role of peroxisomal dysfunction in reperfusion injury: N. Maulik, et al.; Ann. NY Acad. Sci. 723, 380 (1994) Abstract
[2] Myocardial salvage by 1-O-hexadecyl-Sn-glycerol: possible role of peroxisomal dysfunction in ischemia reperfusion injury: N. Maulik, et al.; J. Cardiovasc. Pharmacol. 24, 486 (1994) Abstract
[3] 3'-End conjugates of minimally phosphorothioate-protected oligonucleotides with 1-O-hexadecylglycerol: synthesis and anti-ras activity in radiation-resistant cells: A. Rait, et al.; Bioconjug. Chem. 11, 153 (2000) Abstract
[4] Inhibitory effect of 1-O (2 methoxy) hexadecyl glycerol and phenylbutyrate on the malignant properties of human prostate cancer cells: S. Reynolds, et al.; Clin. Exp. Metastasis 18, 309 (2000) Abstract

General Information

BACKGROUND/TECHNICAL INFORMATION

The product was prepared from 2,3-isopropylidene-sn-glycerol of highest purity [[α^D₂₀] -15.0°] via alkylation and removal of the isopropylidene protection group. These reactions do not involve the asymmetric carbon at position sn-2 of the glycerol molecule. The purity of the compound considering the apolar C16-chain is better than 98%. The purity of the C16-chain considering the position in the glycerol molecule and the configuration is also better than 98%.

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