Norleual

Norleual is an angiotensin (Ang) IV analog, and acts as highly potent HGF/c-MET inhibitor (IC50 = 3 pM) that inhibits HGF-induced MDCK cell proliferation and invasion in vitro. It also is AT4 receptor antagonist, disrupts LTP stabilization. It shows antiangiogenic activity.

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CAT#	R1054
CAS	334994-34-2
Background	The angiotensin (Ang) IV analog norleual [Nle-Tyr-Leu-ψ-(CH2-NH2)3-4-His-Pro-Phe] exhibits structural homology with the hinge (linker) region of hepatocyte growth factor (HGF) and is hypothesized to act as a hinge region mimic. Norleual competitively inhibited the binding of HGF to its receptor c-Met in mouse liver membranes, with an IC50 value of 3 pM. >> Read More
Synonyms/Alias	L-Norleucyl-L-tyrosyl-L-leucyl-ψ(ch2-nh)-L-histidyl-L-prolyl-L-phenylalanine
M.F/Formula	C41H58N8O7
M.W/Mr.	774.95
Sequence	XYLHPF(Modifications: X = Nle, Leu-3-His-4 peptide bond replaced with CH2NH)

CAT#	Product Name	M.W	Molecular Formula	Inquiry
R0810	Suc-Leu-Tyr-AMC	551.6	C₂₉H₃₃N₃O₈	Inquiry
R0837	pep4c	1146.42	C48H91N17O13S	Inquiry
R0842	PDZ1 Domain inhibitor peptide	819.95	C38H61N9O11	Inquiry
R0843	Rac1 Inhibitor F56, control peptide	1632.89	C72H116N18O23S	Inquiry

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Storage	-20°C
InChI	InChI=1S/C41H58N8O7/c1-4-5-12-32(42)37(51)47-33(20-28-14-16-31(50)17-15-28)38(52)46-30(19-26(2)3)24-44-34(22-29-23-43-25-45-29)40(54)49-18-9-13-36(49)39(53)48-35(41(55)56)21-27-10-7-6-8-11-27/h6-8,10-11,14-17,23,25-26,30,32-36,44,50H,4-5,9,12-13,18-22,24,42H2,1-3H3,(H,43,45)(H,46,52)(H,47,51)(H,48,53)(H,55,56)/t30-,32-,33?,34-,35-,36-/m0/s1
InChI Key	LOHDEFSMLITXTG-RZAPKHMUSA-N
Isomeric SMILES	CCCC[C@@H](C(=O)NC(CC1=CC=C(C=C1)O)C(=O)N[C@@H](CC(C)C)CN[C@@H](CC2=CN=CN2)C(=O)N3CCC[C@H]3C(=O)N[C@@H](CC4=CC=CC=C4)C(=O)O)N
References	AngIV analogs such as norleual may also mimic the conformation of the hinge region of HGF. In norleual, the reduced peptide bond increases the rotatability around the 3-4-position, making the molecule more flexible. This may permit norleual to emulate hinge conformations in HGF that are normally induced by tertiary structure (kringles) to facilitate its interaction with the c-Met. The Angiotensin IV Analog Nle-Tyr-Leu-ψ-(CH2-NH2)^3-4-His-Pro-Phe (Norleual) Can Act as a Hepatocyte Growth Factor/c-Met Inhibitor