A PI3K activator
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740 Y-P (trifluoroacetate salt)

Item No. 22598

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-arginyl-L-glutaminyl-L-isoleucyl-L-lysyl-L-isoleucyl-L-tryptophyl-L-phenylalanyl-L-glutaminyl-L-asparaginyl-L-arginyl-L-arginyl-L-methionyl-L-lysyl-L-tryptophyl-L-lysyl-L-lysyl-L-seryl-L-α-aspartylglycylglycyl-O-phosphono-L-tyrosyl-L-methionyl-L-α-aspartyl-L-methionyl-L-serine, trifluoroacetate salt
Synonyms
  • Y-P 740
Molecular Formula
C141H222N43O39PS3 • XCF3COOH
Formula Weight
3270.7
Purity
≥85%
Formulation (Request formulation change)
A crystalline solid
Peptide Sequence
RQIKIWFQNRRMKWKKSDGG-[pY]-MDMS
Solubility(Learn about Variance in Solubility)
DMSO: Soluble: ≥10 mg/mlWater: Slightly Soluble: 0.1-1 mg/ml
λmax
210, 221, 281 nm
SMILES
[H]N[C@@H](CCCNC(N)=N)C(N[C@@H](CCC(N)=O)C(N[C@]([C@H](CC)C)([H])C(N[C@@H](CCCCN)C(N[C@]([C@H](CC)C)([H])C(N[C@H](C(N[C@H](C(N[C@@H](CCC(N)=O)C(N[C@@H](CC(N)=O)C(N[C@@H](CCCNC(N)=N)C(N[C@@H](CCCNC(N)=N)C(N[C@H](C(N[C@@H](CCCCN)C(N[C@H](C(N[C@@H](CCCCN)C(N[C@@H](CCCCN)C(N[C@@H](CO)C(N[C@H](C(NCC(NCC(N[C@H](C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@@H](CO)C(O)=O)=O)CCSC)=O)CC(O)=O)=O)CCSC)=O)CC1=CC=C(OP(O)(O)=O)C=C1)=O)=O)=O)CC(O)=O)=O)=O)=O)=O)CC2=CNC3=C2C=CC=C3)=O)=O)CCSC)=O)=O)=O)=O)=O)CC4=CC=CC=C4)=O)CC5=CNC6=C5C=CC=C6)=O)=O)=O)=O)=O.O=C(O)C(F)(F)F
InChi Code
InChI=1S/C141H222N43O39PS3.C2HF3O2/c1-8-75(3)114(184-128(208)94(46-48-108(148)188)164-116(196)84(146)32-25-56-156-139(150)151)136(216)174-90(38-20-24-55-145)127(207)183-115(76(4)9-2)137(217)180-101(65-80-70-160-86-34-16-14-31-83(80)86)132(212)175-99(62-77-28-11-10-12-29-77)130(210)170-93(45-47-107(147)187)123(203)177-102(66-109(149)189)133(213)169-92(40-27-58-158-141(154)155)119(199)167-91(39-26-57-157-140(152)153)120(200)171-95(49-59-225-5)124(204)166-88(36-18-22-53-143)121(201)176-100(64-79-69-159-85-33-15-13-30-82(79)85)131(211)168-87(35-17-21-52-142)118(198)165-89(37-19-23-54-144)122(202)181-105(73-185)135(215)178-103(67-112(192)193)117(197)162-71-110(190)161-72-111(191)163-98(63-78-41-43-81(44-42-78)223-224(220,221)222)129(209)172-96(50-60-226-6)125(205)179-104(68-113(194)195)134(214)173-97(51-61-227-7)126(206)182-106(74-186)138(218)219;3-2(4,5)1(6)7/h10-16,28-31,33-34,41-44,69-70,75-76,84,87-106,114-115,159-160,185-186H,8-9,17-27,32,35-40,45-68,71-74,142-146H2,1-7H3,(H2,147,187)(H2,148,188)(H2,149,189)(H,161,190)(H,162,197)(H,163,191)(H,164,196)(H,165,198)(H,166,204)(H,167,199)(H,168,211)(H,169,213)(H,170,210)(H,171,200)(H,172,209)(H,173,214)(H,174,216)(H,175,212)(H,176,201)(H,177,203)(H,178,215)(H,179,205)(H,180,217)(H,181,202)(H,182,206)(H,183,207)(H,184,208)(H,192,193)(H,194,195)(H,218,219)(H4,150,151,156)(H4,152,153,157)(H4,154,155,158)(H2,220,221,222);(H,6,7)/t75-,76-,84-,87-,88-,89-,90-,91-,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,114-,115-;/m0./s1
InChi Key
LJHHGCCOGDBGSX-PTPSHLCPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Product Description

    740 Y-P is a synthetic phosphopeptide activator of PI3K.1,2 It contains amino acids from the Antennapedia protein, which acts as a cellular internalization sequence, followed by a sequence from PDGFR that is recognized by the SH2 domain of PI3K.1 740 Y-P (15 µM) increases phosphorylation of PI3K, mammalian target of rapamycin (mTOR), and glycogen synthase kinase 3β (GSK3β) in HepG2 hepatocellular carcinoma cells.2 It prevents glucose-oxygen deprivation-induced decreases in viability of primary rat hippocampal cells in an in vitro model of ischemia when used at a concentration of 1 µM.3 740 Y-P (1 µM), in combination with the thrombopoietin receptor (TPOR) agonist butyzamide, hematopoietic stem cell (HSC) self-renewal agonist UM171, and polymer PCL-PVAc-PEG, has been used to expand isolated human umbilical cord blood HSCs ex vivo for up to 30 days.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Derossi, D., Williams, E.J., Green, P.J., et al. Stimulation of mitogenesis by a cell-permeable PI 3-kinase binding peptide. Biochem. Biophys. Res. Commun. 251(1), 148-152 (1998).

    2. Qin, B., Zeng, Z., Xu, J., et al. Emodin inhibits invasion and migration of hepatocellular carcinoma cells via regulating autophagy-mediated degradation of snail and β-catenin. BMC Cancer 22(1), 671 (2022).

    3. Turovsky, E.A., Turovskaya, M.V., Gaidin, S.G., et al. Cytokine IL-10, activators of PI3-kinase, agonists of α-2 adrenoreceptor and antioxidants prevent ischemia-induced cell death in rat hippocampal cultures. Arch. Biochem. Biophys. 615, 35-43 (2017).

    4. Sakurai, M., Ishitsuka, K., Ito, R., et al. Chemically defined cytokine-free expansion of human haematopoietic stem cells. Nature 615(7950), 127-133 (2023).