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Merck

860830P

Avanti

18:0(2S-OH) Ceramide

Avanti Research - A Croda Brand 860830P, powder

别名:

N-(2′-(S)-hydroxystearoyl)-D-erythro-sphingosine

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About This Item

经验公式(希尔记法):
C36H71NO4
CAS号:
分子量:
581.95
MDL號碼:
分類程式碼代碼:
12352211
NACRES:
NA.25

形狀

powder

包裝

pkg of 1 × 5 mg (860830P-5mg)

製造商/商標名

Avanti Research - A Croda Brand 860830P

脂質類型

sphingolipids

運輸包裝

dry ice

儲存溫度

−20°C

SMILES 字串

CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](NC([C@@H](O)CCCCCCCCCCCCCCCC)=O)CO

InChI

1S/C36H71NO4/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-35(40)36(41)37-33(32-38)34(39)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h28,30,33-35,38-40H,3-27,29,31-32H2,1-2H3,(H,37,41)/b30-28+/t33-,34+,35-/m0/s1

InChI 密鑰

ZNZKGWLGVHSOIV-DUEYQWCKSA-N

一般說明

18:0(2S-OH) Ceramide is a hydroxy fatty acid (hFA)-sphingolipid containing 18C long chain base fatty acid (stearic acid)-with 2′-hydroxyl group in S configuration.

生化/生理作用

Hydroxy fatty acid containing ceramides are involved in epidermal permeability barrier function. 18:0(2S-OH) ceramide is vital for maintaining membrane fluidity.

包裝

5 mL Amber Glass Screw Cap Vial (860830P-5mg)

法律資訊

Avanti Research is a trademark of Avanti Polar Lipids, LLC

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Jennifer E Kyle et al.
The Analyst, 141(5), 1649-1659 (2016-01-07)
Understanding how biological molecules are generated, metabolized and eliminated in living systems is important for interpreting processes such as immune response and disease pathology. While genomic and proteomic studies have provided vast amounts of information over the last several decades
Ana B Herrero et al.
Cancer research, 68(23), 9779-9787 (2008-12-03)
PM02734 is a novel synthetic antitumor drug that is currently in phase I clinical trials. To gain some insight into its mode of action, we used the yeast Saccharomyces cerevisiae as a model system. Treatment of S. cerevisiae with PM02734
Nathan L Alderson et al.
Journal of lipid research, 50(6), 1203-1208 (2009-01-28)
Sphingolipids are ubiquitous components of eukaryotic cells that regulate various cellular functions. In many cell types, a fraction of sphingolipids contain 2-hydroxy fatty acids, produced by fatty acid 2-hydroxylase (FA2H), as the N-acyl chain of ceramide [hydroxyl fatty acid (hFA)-sphingolipids].
Hiroko Hama
Biochimica et biophysica acta, 1801(4), 405-414 (2009-12-23)
2-Hydroxy fatty acids (hFA) are important components of a subset of mammalian sphingolipids. The presence of hFA in sphingolipids is best described in the nervous system, epidermis, and kidney. However, the literature also indicates that various hFA-sphingolipids are present in
Zdzislaw M Szulc et al.
Bioorganic & medicinal chemistry, 18(21), 7565-7579 (2010-09-21)
A straightforward method for the simultaneous preparation of (2S,3R,2'R)- and (2S,3R,2'S)-2'-hydroxy-ceramides (2'-OHCer) from (2S,3R)-sphingosine acetonide precursors and racemic mixtures of 2-hydroxy fatty acids (2-OHFAs) is described. The obtained 2'-OH-C4-, -C6-, -C12-, -C16-Cer and 2'-OH-C6-dhCer pairs of diastereoisomers were characterized thoroughly

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