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(−)-Indolactam V

Item № 14647
CAS № 90365-57-4
Purity ≥95%
product image
                (CAS 90365-57-4)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     300 µg $135.00 0.00
     1 mg $216.00 0.00

Pricing updated 2019-07-23. Prices are subject to change without notice.

Description

(−)-Indolactam V is a tumor-promoting teleocidin compound that activates protein kinase C (PKC). It binds to PKC regulatory domains of mouse skin PKCη and rat brain PKCγ with Ki values of 3.4 nM and 1 μM, respectively.1,2 At 1 μM, (−)-indolactam V induces differentiation of human embryonic stem cells into pancreatic progenitors through activation of PKC signaling.3

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Technical Information
Formal Name
(2S,5S)-1,2,4,5,6,8-hexahydro-5-(hydroxymethyl)-1-methyl-2-(1-methylethyl)-3H-pyrrolo[4,3,2-gh]-1,4-benzodiazonin-3-one
CAS Number
90365-57-4
Molecular Formula
C17H23N3O2
Formula Weight
301.4
Purity
≥95%
Formulation
A solid
λmax
203, 229, 301 nm
SMILES
O=C([C@H](C(C)C)N1C)N[C@H](CO)CC2=CNC3=CC=CC1=C23
InChI Code
InChI=1S/C17H23N3O2/c1-10(2)16-17(22)19-12(9-21)7-11-8-18-13-5-4-6-14(15(11)13)20(16)3/h4-6,8,10,12,16,18,21H,7,9H2,1-3H3,(H,19,22)/t12-,16-/m0/s1
InChI Key
LUZOFMGZMUZSSK-LRDDRELGSA-N

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
4°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
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Additional Information

View the Cayman Structure Database for chemical structure definitions for many Cayman products

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References & Product Citations
Product Description References

1. Nakagawa, Y., Irie, K., Nakamura, Y., et al. Synthesis and biological activities of indolactone-V, the lactone analogue of the tumor promoter (−)-indolactam-V Bioscience, Biotechnology, and Biochemistry 61(8), 1415-1417 (1997).

2. Masuda, A., Irie, K., Nakagawa, Y., et al. Binding selectivity of conformationally restricted analogues of (−)-indolactam-V to the C1 domains of protein kinase C isozymes Bioscience, Biotechnology, and Biochemistry 66(7), 1615-1617 (2002).

3. Chen, S., Borowiak, M., Fox, J.L., et al. A small molecule that directs differentiation of human ESCs into the pancreatic lineage Nature Chemical Biology 5(4), 258-265 (2009).

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