SPHINGOSINE |
PRODUCT
IDENTIFICATION
|
CAS
NO. |
123-78-4 |
|
EINECS
NO. |
204-651-3 |
FORMULA |
C18H37NO2 |
MOL
WT. |
299.50 |
H.S.
CODE
|
|
TOXICITY
|
|
SYNONYMS |
Sphingenine;
D-Sphingosine;
4-Sphingenine; |
trans-D-Erythro-2-Amino-4-octadecene-1,3-diol;
D-Erythro-Sphingosine; |
SOURCE |
synthetic
|
CLASSIFICATION
|
|
PHYSICAL AND CHEMICAL PROPERTIES
|
PHYSICAL
STATE |
White solid |
MELTING POINT |
|
BOILING
POINT |
|
SPECIFIC GRAVITY |
|
SOLUBILITY
IN WATER |
|
pH |
|
VAPOR DENSITY |
|
AUTOIGNITION
|
|
NFPA
RATINGS
|
Health:
1; Flammability: 0; Reactivity:
0 |
REFRACTIVE
INDEX
|
|
FLASH
POINT |
|
STABILITY |
Stable
under ordinary conditions. Moisture and light sensitive |
GENERAL
DESCRIPTION & APPLICATIONS
|
Sphingolipid: Any lipid in which the backbone is sphingosine or a variation of
it, such as dihydrosphingosine, phytosphingosine, or dehydrophytosphingosine.
Sphingosine is an amino alcohol with a long (C18) unsaturated hydrocarbon chain
containing two or three hydroxyl groups and a trans-solid bond at position 4
typically; sphingosine and sphinganine (a dihydroxy derivative of
sphingosine)are the major bases of the sphingolipids in mammals. The basic unit
of the sphingolipids is a ceramide which is attached via its amino group to a
long chain fatty acyl group. Sphingolipids play an important role in signal
transmission and cell recognition. Sphingomyelins are phosphatidyl choline or
phosphoroethanolamine esterified ceramide to 1-hydroxy group of a ceramide.
Sphingomyelin is found in substantial amounts in cells of the nervous system and
is present in all eukaryotic cell membranes. Glycosphingolipids are ceramides
having mono- and oligosaccharides linked to a beta-glycosidic structure at the
1-hydroxyl position. Glycosphingolipids may be further classified into
cerebrosides and gangliosides. They are amphiphilic that can be solubilized in
buffers via sonication and micelle formation. Cerebrosides have a single glucose
or galactose at the 1-hydroxy position whereas gangliosides have at least three
sugars, one of them must be sialic acid. Gangliosides are mainly found in nerve
cell membranes, and are present in the membranes of white and red blood cells
together with globosides. The term of glycolipid describes almost exclusively
the sphingosine derivatives without phosphate groups (glycosphingolipids), while
it is a lipid containing carbohydrate groups (galactose, glucose, inositol, or
others) with or without phosphate groups. Ceramide family compounds are essential
for vital balance points in cell physiology regulating the differentiation,
proliferation, programmed cell death, and apoptosis of cells. They are being
studied for the antitumor therapy. Sphingosine is an inhibitor of protein kinase
C and calmodulin-dependent enzymes but does not inhibit protein kinase A or myosin light chain kinase.
It is also involved in intracellaular calcium regulation. They have to be
investigated for many potential biochemistry approaches.
|
SALES
SPECIFICATION |
APPEARANCE
|
White to off-white
crystalline
powder |
PURITY
(TLC)
|
98.0%
min |
TRANSPORTATION |
PACKING |
|
HAZARD CLASS |
Not
regulated |
UN
NO. |
|
OTHER
INFORMATION |
Shelf life:
3 years |
PRICE |
|
|