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Key Documents

860492

Sigma-Aldrich

2-Naphthyl-β-D-galactopyranoside hydrate

97%

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About This Item

Empirical Formula (Hill Notation):
C16H18O6 · xH2O
CAS Number:
Molecular Weight:
306.31 (anhydrous basis)
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

crystals

optical activity

[α]20/D −55°, c = 1 in ethanol

storage temp.

−20°C

SMILES string

[H]O[H].OC[C@H]1OC(Oc2ccc3ccccc3c2)[C@H](O)[C@@H](O)[C@H]1O

InChI

1S/C16H18O6.H2O/c17-8-12-13(18)14(19)15(20)16(22-12)21-11-6-5-9-3-1-2-4-10(9)7-11;/h1-7,12-20H,8H2;1H2/t12-,13+,14+,15-,16-;/m1./s1

InChI key

GFPMJKVBHWMQGT-WKILGUOFSA-N

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Jie Liang et al.
Cancer cell, 23(1), 107-120 (2013-01-01)
Inflammatory bowel disease is an important risk factor for colorectal cancer. We show that sphingosine-1-phosphate (S1P) produced by upregulation of sphingosine kinase 1 (SphK1) links chronic intestinal inflammation to colitis-associated cancer (CAC) and both are exacerbated by deletion of Sphk2.
Ratna Karuna et al.
Atherosclerosis, 219(2), 855-863 (2011-09-29)
Apolipoprotein M (apoM) has been identified as a specific sphingosine-1-phosphate (S1P) binding protein of HDL. To investigate the in vivo effects of disturbed apoM or HDL metabolism we quantified S1P and apoM in plasmas of wild-type, apoM-knock-out, and apoM transgenic
Hazem J Abuhusain et al.
The Journal of biological chemistry, 288(52), 37355-37364 (2013-11-23)
Studies in cell culture and mouse models of cancer have indicated that the soluble sphingolipid metabolite sphingosine 1-phosphate (S1P) promotes cancer cell proliferation, survival, invasiveness, and tumor angiogenesis. In contrast, its metabolic precursor ceramide is prodifferentiative and proapoptotic. To determine
Maria L Allende et al.
The Journal of biological chemistry, 288(25), 18381-18391 (2013-05-03)
Sphingosine 1-phosphate (S1P) is a bioactive lipid whose levels are tightly regulated by its synthesis and degradation. Intracellularly, S1P is dephosphorylated by the actions of two S1P-specific phosphatases, sphingosine-1-phosphate phosphatases 1 and 2. To identify the physiological functions of S1P

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