产品名称

英文名称：D-erythro-sphingosine-1-phosphate

同义词

sphingosine-1-phosphate、Sphingosine 1-phosphate、26993-30-6、D-erythro-Sphingosine-1-phosphate、C18-Sphingosine 1-phosphate、D-erythro-sphingosine 1-phosphate、S1P、Sphing-4-enine 1-phosphate、CHEBI37550、Sphingosine 1-phosphic acid、(2S,3R,4E)-2-amino-3-hydroxyo

产品性质

CAS编号：26993-30-6

分子式：C18H38NO5P

分子量：379.472

PubChem编号：5283560

英文别名：sphingosine-1-phosphate|Sphingosine 1-phosphate|26993-30-6|D-erythro-Sphingosine-1-phosphate|C18-Sphingosine 1-phosphate|D-erythro-sphingosine 1-phosphate|S1P|Sphing-4-enine 1-phosphate|CHEBI37550|Sphingosine 1-phosphic acid|(2S,3R,4E)-2-amino-3-hydroxyo

规格或纯度：≥98.0%

英文名称：D-erythro-sphingosine-1-phosphate

生化机理：A lipid second messenger that binds to S1P1 and S1P3 receptors. Mobilizes intracellular Ca2+ stores and decreases cellular cAMP. Activates phospholipase D. S1P stimulates the migration of endothelial cells but inhibits the migration of other cell types. Induces angiogenesis.Endogenous signaling sphingolipid and agonist of S1P receptors (EDG-GPCRs). Mobilises Ca 2+ from intracellular stores via IP 3 receptor independent pathways. Activates MAPK pathways. Regulates a variety of cellular responses and promotes angiogenesis.

应用：A ligand for EDG-1 and EDG-3 and activator of GPR3, GPR6, and GPR12.

储存温度：-20°C储存,充氩

运输条件：超低温冰袋运输

备注：Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. For delivery of sphingosine-1-phosphate to cells, prepare a 125μM stock in 4mg/ml BSA as follows Dissolve sphingosine-1-phosphate (S-1-P) in methanol (0.5 mg/ml). This may require boiling (65°C), with occasional replacement of evaporated methanol. Crushing of solid prior to addition of methanol and crushing and stirring during heating is helpful. Aliquot desired amounts of methanol stock to tubes. Evaporate the solvent with a stream of nitrogen, swirling to deposit a thin film on the inside of the tube. Aliquots may be stored at -20 °C at this point or dissolved with enough 4mg/ml BSA (fatty acid free Bovine Serum Albumin in water; 37°C, 30 min. with repeated vortexing) to make 125 µM stock. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

产品介绍：D-erythro-Sphingosine-1-phosphate(S1P) is a polar sphingolipid metabolite which regulates diverse cellular responses including cell growth, survival and migration. S1P was reported to stimulate DNA synthesis and cell division in quiescent cultures of Swiss 3T3 fibroblasts and to trigger the dual signal transduction pathways of calcium mobilization and PC-PLD (phospholipase D) activation. S1P serves as a second messenger for intracellular calcium mobilization in U-937 cells and decreases cellular cAMP. Recent studies show that S1P is a G-protein-coupled receptor (GPCR) ligand for the EDG-1 family, including EDG-1, -3, -5, -6 and -8. This bioactive lipid mediator has been shown to stimulate the ERK pathway and to also counteract the ceramide-induced activation of stress-activated protein kinase (SAPK/JNK). Researchers have also found that S1P is a strong inhibitor of cell motility and phagokinesis in B16 melanoma cells. Additionally, it induces rapid and transient tyrosine phosphorylation of epidermal growth factor receptor (EGFR) and c-Met in gastric cancer cells. S1P has also been known as a tumor-promoting lipid. Sμggested to be an activator of GPR3, GPR6, and GPR12. D-erythro-Sphingosine-1-phosphate is an activator of EDG-1, EDG-3, EDG-2, EDG-4 and EDG-5.A ligand for EDG-1 and EDG-3 and activator of GPR3, GPR6, and GPR12.D-erythro-Sphingosine-1-phosphate(S1P) is a polar sphingolipid metabolite which regulates diverse cellular responses including cell growth, survival and migration. S1P was reported to stimulate DNA synthesis and cell division in quiescent cultures of Swiss 3T3 fibroblasts and to trigger the dual signal transduction pathways of calcium mobilization and PC-PLD (phospholipase D) activation. S1P serves as a second messenger for intracellular calcium mobilization in U-937 cells and decreases cellular cAMP. Recent studies show that S1P is a G-protein-coupled receptor (GPCR) ligand for the EDG-1 family, including EDG-1, -3, -5, -6 and -8. This bioactive lipid mediator has been shown to stimulate the ERK pathway and to also counteract the ceramide-induced activation of stress-activated protein kinase (SAPK/JNK). Researchers have also found that S1P is a strong inhibitor of cell motility and phagokinesis in B16 melanoma cells. Additionally, it induces rapid and transient tyrosine phosphorylation of epidermal growth factor receptor (EGFR) and c-Met in gastric cancer cells. S1P has also been known as a tumor-promoting lipid. Suggested to be an activator of GPR3, GPR6, and GPR12. D-erythro-Sphingosine-1-phosphate is an activator of EDG-1, EDG-3, EDG-2, EDG-4 and EDG-5.A ligand for EDG-1 and EDG-3 and activator of GPR3, GPR6, and GPR12.

IUPAC Name：[(E,2S,3R)-2-amino-3-hydroxyoctadec-4-enyl] dihydrogen phosphate

INCHI：InChI=1S/C18H38NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(20)17(19)16-24-25(21,22)23/h14-15,17-18,20H,2-13,16,19H2,1H3,(H2,21,22,23)/b15-14+/t17-,18+/m0/s1

InChi Key：DUYSYHSSBDVJSM-KRWOKUGFSA-N

Canonical SMILES：CCCCCCCCCCCCCC=CC(C(COP(=O)(O)O)N)O

Isomeric SMILES：CCCCCCCCCCCCC/C=C/[C@H]([C@H](COP(=O)(O)O)N)O

WGK Germany：3

PubChem CID：5283560

ChEBI：CHEBI37550

Wikipedia：Sphingosine-1-phosphate

BindingDB Ligand：50158348

ChEMBL Ligand：CHEMBL225155

CAS Registry No.：26993-30-6

RCSB PDB Ligand：S1P

GPCRdb Ligand：sphingosine 1-phosphate

溶解性：Soluble in warm acetic acid, 0.3M NaOH (~4 mg/ml), and methanol THF water (631) (>0.5 mg/ml). Insoluble in water.

敏感性：对光和空气、湿度敏感

熔点：179-189°C

象形图：

信号词：Warning

危险声明：H315 Causes skin irritationH319 Causes serious eye irritationH335 May cause respiratory irritation

预防措施声明：P261,P305+P351+P338,P280,P302+P352,P321,P405,P501,P264,P271,P304+P340,P403+P233,P362+P364,P264+P265,P337+P317,P332+P317,P319

个人防护装备：dust mask type N95 (US)， Eyeshields， Gloves

产品包装