Z-LEHD-FMK

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 530901

CAS#: 210345-04-3

Description: 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.


Price and Availability

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Z-LEHD-FMK is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 530901
Name: Z-LEHD-FMK
CAS#: 210345-04-3
Chemical Formula: C32H43FN6O10
Exact Mass: 690.3025
Molecular Weight: 690.7264
Elemental Analysis: C, 55.64; H, 6.28; F, 2.75; N, 12.17; O, 23.16


Synonym: Z-LE(OMe)HD(OMe)-FMK; Z-LEHD-FMK . Z-Leu-Glu(OMe)-His-Asp(OMe)-CH₂F.

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

InChi Key: YXRKBEPGVHOXSV-QORCZRPOSA-N

InChi Code: 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

SMILES Code: 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


Technical Data

Appearance:
Solid powder

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:
>2 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).

Harmonized System Code:
293490


References

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.