Z-LEHD-FMK
Z-LEHD-FMK is a potent, cell-permeable, and irreversible inhibitor of caspase-9. Z-LEHD-FMK enhances the yield of in vitro produced buffalo (Bubalus bubalis) pre-implantation embryos and alters cellular stress response. Z-LEHD-FMK protects human liver cells while permitting death of cancer cells exposed to tumor necrosis factor-related apoptosis-inducing ligand.
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Chemical Information
| Name | Z-LEHD-FMK |
|---|---|
| Iupac Chemical Name | methyl (5S,8S,11S,14S)-11-((1H-imidazol-5-yl)methyl)-14-(2-fluoroacetyl)-5-isobutyl-8-(3-methoxy-3-oxopropyl)-3,6,9,12-tetraoxo-1-phenyl-2-oxa-4,7,10,13-tetraazahexadecan-16-oate |
| Synonyms | Z-LE(OMe)HD(OMe)-FMK; Z-LEHD-FMK . Z-Leu-Glu(OMe)-His-Asp(OMe)-CH₂F. |
| Molecular Formula | C32H43FN6O10 |
| Molecular Weight | 690.72 |
| Smile | O=C(OC)CC[C@H](NC([C@@H](NC(OCC1=CC=CC=C1)=O)CC(C)C)=O)C(N[C@@H](CC2=CN=CN2)C(N[C@H](C(CF)=O)CC(OC)=O)=O)=O |
| InChiKey | YXRKBEPGVHOXSV-QORCZRPOSA-N |
| InChi | InChI=1S/C32H43FN6O10/c1-19(2)12-24(39-32(46)49-17-20-8-6-5-7-9-20)30(44)36-22(10-11-27(41)47-3)29(43)38-25(13-21-16-34-18-35-21)31(45)37-23(26(40)15-33)14-28(42)48-4/h5-9,16,18-19,22-25H,10-15,17H2,1-4H3,(H,34,35)(H,36,44)(H,37,45)(H,38,43)(H,39,46)/t22-,23-,24-,25-/m0/s1 |
| CAS Number | 210345-04-3 |
| Related CAS |
Ordering Information
| Packaging | Price | Availability | Purity | Shipping Time |
|---|---|---|---|---|
| Bulk | Enquiry | Enquiry | Enquiry |
| Formulation | Off-white solid |
|---|---|
| Purity | 98% Min. |
| Storage | Dry, dark and at 0 - 4℃ for short term (days to weeks) or -20℃ for long term (months to years). |
| Solubility | Soluble in DMSO |
| Handling | |
| 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. |
| HS Code |
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| Mechanism | |
| Cell study | |
| Animal study | |
| Clinical study |
1: Mullani N, Singh MK, Sharma A, Rameshbabu K, Manik RS, Palta P, Singla SK,
Chauhan MS. Caspase-9 inhibitor Z-LEHD-FMK enhances the yield of in vitro
produced buffalo (Bubalus bubalis) pre-implantation embryos and alters cellular
stress response. Res Vet Sci. 2016 Feb;104:4-9. doi: 10.1016/j.rvsc.2015.11.008.
Epub 2015 Nov 14. PubMed PMID: 26850530.
2: Colak A, Karaoğlan A, Barut S, Köktürk S, Akyildiz AI, Taşyürekli M.
Neuroprotection and functional recovery after application of the caspase-9
inhibitor z-LEHD-fmk in a rat model of traumatic spinal cord injury. J Neurosurg
Spine. 2005 Mar;2(3):327-34. PubMed PMID: 15796358.
3: Ozoren N, Kim K, Burns TF, Dicker DT, Moscioni AD, El-Deiry WS. The caspase 9
inhibitor Z-LEHD-FMK protects human liver cells while permitting death of cancer
cells exposed to tumor necrosis factor-related apoptosis-inducing ligand. Cancer
Res. 2000 Nov 15;60(22):6259-65. PubMed PMID: 11103780.
Chemical Structure
