Synonym
SLF; Synthetic Ligand for FKBP;
IUPAC/Chemical Name
(R)-1-(3-aminophenyl)-3-(3,4-dimethoxyphenyl)propyl (S)-1-(3,3-dimethyl-2-oxopentanoyl)piperidine-2-carboxylate
InChi Key
IIDSDBBDZNDWCN-BJKOFHAPSA-N
InChi Code
InChI=1S/C30H40N2O6/c1-6-30(2,3)27(33)28(34)32-17-8-7-12-23(32)29(35)38-24(21-10-9-11-22(31)19-21)15-13-20-14-16-25(36-4)26(18-20)37-5/h9-11,14,16,18-19,23-24H,6-8,12-13,15,17,31H2,1-5H3/t23-,24+/m0/s1
SMILES Code
COC1=C(OC)C=C(C=C1)CC[C@@H](OC([C@H]2N(C(C(C(C)(C)CC)=O)=O)CCCC2)=O)C3=CC(N)=CC=C3
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
524.66
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Martina MR, Tenori E, Bizzarri M, Menichetti S, Caminati G, Procacci P. The precise chemical-physical nature of the pharmacore in FK506 binding protein inhibition: ElteX, a New class of nanomolar FKBP12 ligands. J Med Chem. 2013 Feb 14;56(3):1041-51. doi: 10.1021/jm3015052. Epub 2013 Jan 24. PMID: 23301792.
2: Tamura T, Kioi Y, Miki T, Tsukiji S, Hamachi I. Fluorophore labeling of native FKBP12 by ligand-directed tosyl chemistry allows detection of its molecular interactions in vitro and in living cells. J Am Chem Soc. 2013 May 8;135(18):6782-5. doi: 10.1021/ja401956b. Epub 2013 Apr 26. PMID: 23611728.
3: Liu F, Wang YQ, Meng L, Gu M, Tan RY. FK506-binding protein 12 ligands: a patent review. Expert Opin Ther Pat. 2013 Nov;23(11):1435-49. doi: 10.1517/13543776.2013.828695. Epub 2013 Aug 19. PMID: 23957229.
4: Lee CS, Georgiou DK, Dagnino-Acosta A, Xu J, Ismailov II, Knoblauch M, Monroe TO, Ji R, Hanna AD, Joshi AD, Long C, Oakes J, Tran T, Corona BT, Lorca S, Ingalls CP, Narkar VA, Lanner JT, Bayle JH, Durham WJ, Hamilton SL. Ligands for FKBP12 increase Ca2+ influx and protein synthesis to improve skeletal muscle function. J Biol Chem. 2014 Sep 12;289(37):25556-70. doi: 10.1074/jbc.M114.586289. Epub 2014 Jul 22. PMID: 25053409; PMCID: PMC4162161.
5: Kashima D, Kawade R, Nagamune T, Kawahara M. A Chemically Inducible Helper Module for Detecting Protein-Protein Interactions with Tunable Sensitivity Based on KIPPIS. Anal Chem. 2017 May 2;89(9):4824-4830. doi: 10.1021/acs.analchem.6b04063. Epub 2017 Apr 13. PMID: 28382822.
