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249537-73-3

249537-73-3 Structure

249537-73-3 Structure
IdentificationBack Directory
[Name]

H-MET-ALA-GLY-PRO-HIS-PRO-VAL-ILE-VAL-ILE-THR-GLY-PRO-HIS-GLU-GLU-OH
[CAS]

249537-73-3
[Synonyms]

VIVIT
NFAT INHIBITOR
MAGPHPVIVITGPHEE
NFAT INHIBITOR?, >98%
NFAT Inhibitor (VIVIT peptide)
NFAT Inhibitor >96% (HPLC), solid
NFAT Inhibitor,VIVIT peptide,MAGPHPVIVITGPHEE?, >98%
MET-ALA-GLY-PRO-HIS-PRO-VAL-ILE-VAL-ILE-THR-GLY-PRO-HIS-GLU-GLU
H-MET-ALA-GLY-PRO-HIS-PRO-VAL-ILE-VAL-ILE-THR-GLY-PRO-HIS-GLU-GLU-OH
L-Glutamic acid, L-methionyl-L-alanylglycyl-L-prolyl-L-histidyl-L-prolyl-L-valyl-L-isoleucyl-L-valyl-L-isoleucyl-L-threonylglycyl-L-prolyl-L-histidyl-L-α-glutamyl-
[Molecular Formula]

C75H118N20O22S
[MDL Number]

MFCD02683959
[MOL File]

249537-73-3.mol
[Molecular Weight]

1683.93
Chemical PropertiesBack Directory
[Boiling point ]

1982.4±65.0 °C(Predicted)
[density ]

1.334±0.06 g/cm3(Predicted)
[storage temp. ]

-20°C
[solubility ]

DMSO: 15 mg/ml; Water: 10 mg/ml
[form ]

solid
[pka]

3.12±0.10(Predicted)
[color ]

White to off-white
[Water Solubility ]

Soluble to 2 mg/ml in water
[Sequence]

H-Met-Ala-Gly-Pro-His-Pro-Val-Ile-Val-Ile-Thr-Gly-Pro-His-Glu-Glu-OH
[InChIKey]

QPMHUXBSHGAVGD-MCDIZDEASA-N
Safety DataBack Directory
[Safety Statements ]

22-24/25
[WGK Germany ]

3
[HS Code ]

2933299090
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

NFAT inhibitor is a cell-permeable compound that selectively inhibits calcineurin-mediated dephosphorylation of NFAT. At 100 μM, this inhibitor effectively blocks calcineurin binding to NFAT without disrupting other calcineurin-dependent pathways, unlike the immunosuppressants cyclosporin A and FK506 which indiscriminately block all calcineurin phosphatase activity. NFAT inhibitor can disrupt NFAT-dependent expression of IL-2 and TNF-α when transfected in Jurak T cells and can prevent the activation and proliferation of T cells both in vitro (~ 43% at 1 μM using mixed lymphocyte cultures) and in vivo (10 mg/kg using C3H/HeN mice).
[Uses]

NFAT Inhibitor, VIVIT has been used to study the signaling pathways involved in controlling inhibitory molecules and subsequent onset of T-cell impairment.
[Biochem/physiol Actions]

High-affinity calcineurin-binding peptide that inhibits NFAT (Nuclear Factor of Activated T cells) activation and NFAT-dependent expression of endogenous cytokine genes in T cells.
[storage]

Store at -20°C
[References]

[1] JOSE? ARAMBURU. Affinity-Driven Peptide Selection of an NFAT Inhibitor More Selective Than Cyclosporin A[J]. Science, 1999, 285 5436. DOI: 10.1126/science.285.5436.2129
[2] MICHAEL H A ROEHRL. Selective inhibition of calcineurin-NFAT signaling by blocking protein-protein interaction with small organic molecules.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2004, 101 20: 7554-7559. DOI: 10.1073/pnas.0401835101
[3] HAIXIANG YU. Therapeutic potential of a synthetic peptide inhibitor of nuclear factor of activated T cells as antirestenotic agent.[J]. Arteriosclerosis, Thrombosis, and Vascular Biology, 2006, 26 7: 1531-1537. DOI: 10.1161/01.atv.0000225286.30710.af
[4] XUEQIANG ZHAO. JNK1 negatively controls antifungal innate immunity by suppressing CD23 expression[J]. Nature Medicine, 2017, 23 3: 337-346. DOI: 10.1038/nm.4260
Spectrum DetailBack Directory
[Spectrum Detail]

H-MET-ALA-GLY-PRO-HIS-PRO-VAL-ILE-VAL-ILE-THR-GLY-PRO-HIS-GLU-GLU-OH(249537-73-3)MS
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