16,16-dimethyl Prostaglandin E2

Cayman Chemical Item Number 14750

16,16-dimethyl PGE2 (CAS 39746-25-3)

See more

Description

16,16-dimethyl PGE2 is a competitive inhibitor of 15-hydroxy PGDH, but it is not a substrate for the enzyme.1 Because of its resistance to metabolism by 15-hydroxy PGDH, it has a prolonged half-life in vivo. 16,16-dimethyl PGE2 acts as an agonist on most EP receptor subtypes, and has been used experimentally to induce cervical ripening, uterine contraction, and prevent ulceration of the gastric mucosa in rats and dogs.2,3 The Kd for activation of isolated EP2 receptors is about 1 nM.3 16,16-dimethyl PGE2 can be used to preserve the self-renewal properties while preventing the differentiation of hematopoietic stem cells during expansion in culture.4,5

1. Ohno, H., Morikawa, Y., and Hirata, F. Studies on 15-hydroxyprostaglandin dehydrogenase with various prostaglandin analogues. J Biochem 84 1485-1494 (1978).

2. Robert, A., Schultz, J.R., Nezamis, J.E., et al. Gastric antisecretory and antiulcer properties of PGE2, 15-methyl PGE2, and 16,16-dimethyl PGE2. Intravenous, oral and intrajejunal administration. Gastroenterology 70 359-370 (1976).

3. Coleman, R.A., Smith, W.L., and Narumiya, S. Classification of prostanoid receptors: Properties, distribution, and structure of the receptors and their subtypes. Pharmacol Rev 46 205-229 (1994).

4. Hagedorn, E.J., Durand, E.M., Fast, E.M., et al. Getting more for your marrow: Boosting hematopoietic stem cell numbers with PGE2. Exp Cell Res (2014).

5. Genovese, P., Schiroli, G., Escobar, G., et al. Targeted genome editing in human repopulating haematopoietic stem cells. Nature 510(7504) 235-240 (2014).

Synonyms
  • 16,16-dimethyl PGE2
Formal Name 9-​oxo-​11α,​15R-​dihydroxy-​16,​16-​dimethyl-​prosta-​5Z,​13E-​dien-​1-​oic acid
CAS Number 39746-25-3
Molecular Formula C22H36O5
Formula Weight 380.5
Formulation A solution in methyl acetate
Purity ≥98%
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
Copy SMILES to clipboard
O=C1[C@H]​(C/C=C\CCCC(O)​=O)​[C@@H]​(/C=C/[C@@H]​(O)​C(C)​(C)​CCCC)​[C@H]​(O)​C1
InCHI Code
Copy InCHI code to clipboard
​1S/C22H36O5/c1-4-5-14-22(2,3)​20(25)​13-12-17-16(18(23)​15-19(17)​24)​10-8-6-7-9-11-21(26)​27/h6,8,12-13,16-17,19-20,24-25H,4-5,7,9-11,14-15H2,1-3H3,(H,26,27)​/b8-6-,13-12+/t16-,17-,19-,20-/m1/s1
InCHI Key
Copy InCHI key to clipboard
QAOBBBBDJSWHMU-WMBBNPMCSA-N

Download free InCHI Key generation software

16,16-dimethyl Prostaglandin E2 is available in the following screening libraries:

Size Price Quantity Subtotal
1 mg $69.00 $0.00
5 mg $328.00 $0.00
10 mg $621.00 $0.00
Bulk Contact
Cart Total $0.00

Bulk Inquiry Form:

Thank you for requesting a bulk size for this product.










X

Enter number, size, and select unit. Example: 2 x 500 mg




Please indicate any analytical testing requirements, special handling, packaging, or delivery requirements.

Pricing updated 2015-05-28. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

Related Products

16,16-dimethyl Prostaglandin E2 p-(p-acetamidobenzamido) phenyl ester
CAY10397
Prostaglandin E2

Downloads

Batch-specific Information

Get batch-specific data and documents by batch number


Separate multiple batch numbers with commas

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.

Cayman Chemical was formed over thirty years ago by demonstrating the value of naturally growing gorgonian corals as a renewable, economically viable source of prostaglandins. Today we operate our business knowing that we owe our start to the renewable resources our environment had provided. As Cayman Chemical continues to grow we consistently evaluate our business processes to ensure we are operating at the highest environmental standards.

Cayman Chemical

1180 East Ellsworth Road

Ann Arbor, Michigan 48108 USA

JOIN OUR SOCIAL NETWORK!

Please wait...

Lost password?