1,2-bis(heptanoylthio) Glycerophosphocholine

Cayman Chemical Item Number 62235

1,2-bis(Heptanoylthio)-1,2-dideoxy-sn-glycero-3-phosphorylcholine; Diheptanoyl Thio-PC (CAS 89019-63-6)

1,2-bis(heptanoylthio) Glycerophosphocholine (CAS 89019-63-6)

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Description

Diheptanoyl Thio-PC is a substrate for all phospholipase A2s (PLA2s) with the exception of cPLA2 and PAF-acetyl hydrolase (PAF-AH).1 Interaction of this compound with a PLA2 results in cleavage of the sn-2 fatty acid generating a free thiol on the lysophospholipid. This free thiol can be detected using chromogenic substrates such as DTNB (Ellman’s reagent) and DTP.2,3

1 Roberts, M.F. Phospholipases: Structural and functional motifs for working at an interface. FASEB J 10 1159-1172 (1996).

2 Hendrickson, H.S., Hendrickson, E.K., and Dybvig, R.H. Chiral synthesis of a dithiolester analog of phosphatidylcholine as a substrate for the assay of phospholipase A2. J Lipid Res 24 1532-1537 (1983).

3 Reynolds, L.J., Hughes, L.L., and Dennis, E.A. Analysis of human synovial fluid phospholipase A2 on short chain phosphatidylcholine-mixed micelles: Development of a spectrophotometric assay suitable for a microtiterplate reader. Anal Biochem 204 190-197 (1992).

Synonyms
  • 1,2-bis(Heptanoylthio)-1,2-dideoxy-sn-glycero-3-phosphorylcholine
  • Diheptanoyl Thio-PC
Formal Name (S)-​4-​hydroxy-​N,​N,​N-​trimethyl-​10-​oxo-​7-​[(1-​oxoheptyl)thio]-​3,​5-​dioxa-​9-​thia-​4-​phosphahexadecan-​1-​aminium
CAS Number 89019-63-6
Molecular Formula C22H44NO6PS2
Formula Weight 513.7
Formulation A solution in ethanol
Purity ≥95%
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CCCCCCC(SC[C@@H]​(SC(CCCCCC)​=O)​COP([O-]​)​(OCC[N+]​(C)​(C)​C)​=O)​=O
InCHI Code
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​1S/C22H44NO6PS2/c1-6-8-10-12-14-21(24)​31-19-20(32-22(25)​15-13-11-9-7-2)​18-29-30(26,27)​28-17-16-23(3,4)​5/h20H,6-19H2,1-5H3/t20-/m0/s1
InCHI Key
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LFFIJRJGKBSELO-FQEVSTJZSA-N

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1,2-bis(heptanoylthio) Glycerophosphocholine is available in the following screening library:

Size Price Quantity Subtotal
5 mg $128.00 $0.00
10 mg $243.00 $0.00
25 mg $576.00 $0.00
50 mg $1,024.00 $0.00
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Cart Total $0.00

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Pricing updated 2014-04-17. Prices are subject to change without notice.

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Cayman Chemical Company regularly evaluates our shipping methods to ensure product stability is maintained and our corporate environmental impact is minimized. Products selected for review are evaluated and shipping methods are certified by our Scientists. While occasionally our method of shipping a product may change, rest assured the shipping conditions on all Cayman Chemical products have been reviewed and validated.

Upon receipt, it is important to check the storage requirements of your products and place them at the appropriate temperature. Products shipped without ice may require frozen storage for long term stability.

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