See personalized New Product recommendations! Get personalized New Product recommendations! Register or Login for personalized New Product recommendations!

Holiday Notification: Cayman Chemical will be closed Monday, May 28, 2012, in observance of the Memorial Day holiday. More…
Please feel free to continue placing orders via our website or via fax at 734-971-3640. You may send an email to customer service at custserv@caymanchem.com , or to technical support at techserv@caymanchem.com which we will respond to the next business day. Cayman will resume regular business hours and shipping schedules on Tuesday, May 29, 2012. Thank you for your patience and understanding.

SLF Exclusive

Cayman Chemical Item Number 10007974

Synthetic Ligand of FKBP

SLF

See more

Description

FK-506 is a potent immunosuppressant that forms a high affinity complex (Ki = 0.2 nM) with FK-506 binding protein 12 (FKBP12). This complex inhibits the activity of the calcium/calmodulin-dependent protein phosphatase, calcineurin, leading to disruption of T-cell activation.1 Synthetic ligand of FKBP (SLF) is a cell-permeable analog of FK-506 that binds tightly to FKBP but lacks the ability to inhibit calcineurin.2 By itself, SLF does not exhibit a significant cellular response. However, homodimers of SLF or heterodimers with another protein ligand, provide a method to promote the dimerization of ligand-specific fusion proteins to induce signaling events within a cellular environment.3,2 For example, SLF monomers connected with a 10-atom linker activates Fas signaling via Fas-FKBP fusion proteins with an EC50 of 6 nM.3

1 Dumont, F.J. FK506, An immunosuppressant targeting calcineurin function. Curr Med Chem 7 731-748 (2000).

2 Braun, P.D., Barglow, K.T., Lin, Y., et al. A bifunctional molecule that displays context-dependent cellular activity. J Am Chem Soc 125 7575-7580 (2003).

3 Amara, J.F., Clackson, T., Rivera, V.M., et al. A versatile synthetic dimerizer for the regulation of protein-protein interactions. Proc Natl Acad Sci USA 94 10618-10623 (1997).

Synonyms
  • Synthetic Ligand of FKBP
Formal Name (1R)-​1-​(3-​aminophenyl)-​3-​(3,​4-​dimethoxyphenyl)propyl ester-​1-​(3,​3-​dimethyl-​1,​2-​dioxopentyl)-​2S-​piperidinecarboxylic acid
Molecular Formula C30H40N2O6
Formula Weight 524.7
Formulation A solution in methyl acetate
Purity ≥98%
λmax 205, 232, 281 nm
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
Copy SMILES to clipboard
COc1cc(CCC(OC(=O)​[C@@H]​2CCCCN2C(=O)​C(=O)​C(C)​(C)​CC)​c2cccc(N)​c2)​ccc1OC

Background Reading

Dumont, F.J. FK506, An immunosuppressant targeting calcineurin function. Curr Med Chem 7 731-748 (2000).

Braun, P.D., Barglow, K.T., Lin, Y., et al. A bifunctional molecule that displays context-dependent cellular activity. J Am Chem Soc 125 7575-7580 (2003).

Amara, J.F., Clackson, T., Rivera, V.M., et al. A versatile synthetic dimerizer for the regulation of protein-protein interactions. Proc Natl Acad Sci USA 94 10618-10623 (1997).

SLF is available in the following screening library:

Size Price Quantity Subtotal
5 mg $74.00 $0.00
10 mg $141.00 $0.00
50 mg $592.00 $0.00
100 mg $1,036.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

Pricing updated 2012-05-26. 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

CD25 Monoclonal PE Antibody (Clone 143-13) Exclusive
FK-506
FKBP52 Monoclonal Antibody (Clone Hi52C)

Downloads

Batch-specific Information

Login to access batch-specific information

Cayman Chemical is a manufacturer, supplier and vendor of biochemical reagents, assay kits, antibodies, and proteins.

Other Resources
Management Team Company Profile Company History ChemAssistant Tools FAQs Cayman Europe Cayman Pharma CaBRI Cayman Gear Press Releases Illustrations and Charts Key Research Area Posters Article Library Analysis Tools Conference Schedule Order Terms Browser Recommendation Privacy Statement Site Map

Cayman Chemical Company · 1180 East Ellsworth Road · Ann Arbor, Michigan 48108 · USA

Toll Free: (800) 364-9897 (USA and Canada Only) · Fax: (734) 971-3640

Copyright 2012 Cayman Chemical Company

Lost password?