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词条 N,N-Dimethylsphingosine
释义

  1. References

{{DISPLAYTITLE:N,N-Dimethylsphingosine}}{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 477503550
| Name = N,N-Dimethylsphingosine
| ImageFile = Dimethylsphingosine.svg
| ImageSize = 200px
| IUPACName = (E,2R,3S)-2-(Dimethylamino)-octadec-4-ene-1,3-diol
| OtherNames = DMS, N,N-DMS
|Section1={{Chembox Identifiers
| IUPHAR_ligand = 2454
| CASNo_Ref = {{cascite|changed|??}}
| CASNo= 119567-63-4
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 78759
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 447685
| PubChem=6438166
| SMILES= CCCCCCCCCCCCC/C=C/[C@@H]([C@@H](CO)N(C)C)O
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 4942657
| InChI = 1/C20H41NO2/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)19(18-22)21(2)3/h16-17,19-20,22-23H,4-15,18H2,1-3H3/b17-16+/t19-,20+/m1/s1
| InChIKey = YRXOQXUDKDCXME-QWKHPXNBBF
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C20H41NO2/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)19(18-22)21(2)3/h16-17,19-20,22-23H,4-15,18H2,1-3H3/b17-16+/t19-,20+/m1/s1
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = YRXOQXUDKDCXME-QWKHPXNBSA-N
|Section2={{Chembox Properties
| C=20 | H=41 | N=1 | O=2
| Appearance=
| Density=
| MeltingPt=
| BoilingPt=
| Solubility=
|Section3={{Chembox Hazards
| MainHazards=
| FlashPt=
| AutoignitionPt =
}}N,N-Dimethylsphingosine (also known as DMS) is an inhibitor of sphingosine kinase.[1][2]

In rats with neuropathic pain, the natural metabolite DMS is unregulated in the dorsal horn. Furthermore, DMS induces mechanical hypersensitivity when injected into rats.[3]

References

1. ^{{cite journal |vauthors=Yatomi Y, Ruan F, Megidish T, Toyokuni T, Hakomori S, Igarashi Y |authorlink5=Sen-itiroh Hakomori| title = N,N-dimethylsphingosine inhibition of sphingosine kinase and sphingosine 1-phosphate activity in human platelets | journal = Biochemistry | volume = 35 | issue = 2 | pages = 626–33 |date=January 1996 | pmid = 8555236 | doi = 10.1021/bi9515533 }}
2. ^{{cite journal |vauthors=Edsall LC, Van Brocklyn JR, Cuvillier O, Kleuser B, Spiegel S | title = N,N-Dimethylsphingosine is a potent competitive inhibitor of sphingosine kinase but not of protein kinase C: modulation of cellular levels of sphingosine 1-phosphate and ceramide | journal = Biochemistry | volume = 37 | issue = 37 | pages = 12892–8 |date=September 1998 | pmid = 9737868 | doi = 10.1021/bi980744d }}
3. ^{{cite journal|vauthors=Patti GJ, Yanes O, Shriver LP, Courade JP, Tautenhahn R, Manchester M, Siuzdak G | title = Metabolomics implicates altered sphingolipids in chronic pain of neuropathic origin | journal = Nature Chemical Biology | year = 2012 | doi=10.1038/nchembio.767 | volume=8 | pages=232–234 | pmid=22267119 | pmc=3567618}}
{{Lysophospholipid signaling}}{{DEFAULTSORT:Dimethylsphingosine, N,N-}}

2 : Diols|Lipids

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