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Endomorphin-2 is a peptide amide with the highest known affinity and specificity for the mu-opioid receptor.
CAT No: R1853
CAS No: 141801-26-5
Synonyms/Alias: Endomorphin 2;Endomorphin-2;141801-26-5;tetrapeptide-15;Tyr-Pro-Phe-Phe-NH2;L-Phenylalaninamide, L-tyrosyl-L-prolyl-L-phenylalanyl-;H-Tyr-Pro-Phe-Phe-NH2;UNII-3PH5M0466G;3PH5M0466G;tyrosyl-prolyl-phenylalanyl-phenylalaninamide;CHEMBL333357;(2S)-1-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]-N-[(2S)-1-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]pyrrolidine-2-carboxamide;DTXSID70415506;Endomorphin 2 TFA;(S)-1-(L-tyrosyl)-N-((S)-1-(((S)-1-amino-1-oxo-3-phenylpropan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)pyrrolidine-2-carboxamide;(2S)-2-{[(2S)-1-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl]formamido}-N-[(1S)-1-carbamoyl-2-phenylethyl]-3-phenylpropanamide;(S)-N-((S)-1-((S)-1-amino-1-oxo-3-phenylpropan-2-ylamino)-1-oxo-3-phenylpropan-2-yl)-1-((S)-2-amino-3-(4-hydroxyphenyl)propanoyl)pyrrolidine-2-carboxamide;(2S)-1-((2S)-2-amino-3-(4-hydroxyphenyl)propanoyl)-N-((2S)-1-(((2S)-1-amino-1-oxo-3-phenylpropan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)pyrrolidine-2-carboxamide;(2S)-2-((((2S)-1-((2S)-2-amino-3-(4-hydroxyphenyl)propanoyl)pyrrolidin-2-yl)(hydroxy)methylidene)amino)-N-((1S)-1-(C-hydroxycarbonimidoyl)-2-phenylethyl)-3-phenylpropanimidate;(2S)-2-(((2S)-1-((2S)-2-amino-3-(4-hydroxyphenyl)propanoyl)pyrrolidin-2-yl)formamido)-N-((1S)-1-carbamoyl-2-phenylethyl)-3-phenylpropanamide;(2S)-2-({[(2S)-1-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-N-[(1S)-1-(C-hydroxycarbonimidoyl)-2-phenylethyl]-3-phenylpropanimidate;l-tyrosyl-l-prolyl-l-phenylalanyl-l-phenylalaninamide;GTPL3668;L-Phenylalaninamide,L-tyrosyl-L-prolyl-L-phenylalanyl-;TETRAPEPTIDE-15 [INCI];DTXCID60366356;XIJHWXXXIMEHKW-LJWNLINESA-N;C32H37N5O5;l-tyrosyl-l-prolyl-l-phenylalanyl-l-phenylalaninamide, (-)-;Endomorphin-2 trifluoroacetate salt;HY-P0186;BDBM50139013;HB2411;MFCD01321064;AKOS024456356;NCGC00163677-01;NCGC00163677-02;DA-73105;FE109150;H-Tyr-Pro-Phe-Phe-NH2; H-YPFF-NH2;TS-09634;G78410;Q19597070;(S)-1-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carboxylic acid [(S)-1-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethyl]-amide;1-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carboxylicacid[1-((S)-(S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethyl]-amide;
Chemical Name: (2S)-1-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]-N-[(2S)-1-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]pyrrolidine-2-carboxamide
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M.F/Formula | C32H37N5O5 |
M.W/Mr. | 571.7 |
Sequence | One Letter Code:YPFF Three Letter Code:H-Tyr-Pro-Phe-Phe-NH2 |
Purity | > 95% |
Activity | Endogenous peptide with extremely high affinity and selectivity for μ-opioid receptors (with Ki values of 0.69, 9233 and 5240 nM for μ, δ and κ respectively). |
Long-term Storage Conditions | Soluble to 0.40 mg/ml in water |
Shipping Condition | Evaluation sample solution : ship with blue ice; All other available size: ship with RT , or blue ice upon request |
InChI | InChI=1S/C32H37N5O5/c33-25(18-23-13-15-24(38)16-14-23)32(42)37-17-7-12-28(37)31(41)36-27(20-22-10-5-2-6-11-22)30(40)35-26(29(34)39)19-21-8-3-1-4-9-21/h1-6,8-11,13-16,25-28,38H,7,12,17-20,33H2,(H2,34,39)(H,35,40)(H,36,41)/t25-,26-,27-,28-/m0/s1 |
InChI Key | XIJHWXXXIMEHKW-LJWNLINESA-N |
Canonical SMILES | C1CC(N(C1)C(=O)C(CC2=CC=C(C=C2)O)N)C(=O)NC(CC3=CC=CC=C3)C(=O)NC(CC4=CC=CC=C4)C(=O)N |
Isomeric SMILES | C1C[C@H](N(C1)C(=O)[C@H](CC2=CC=C(C=C2)O)N)C(=O)N[C@@H](CC3=CC=CC=C3)C(=O)N[C@@H](CC4=CC=CC=C4)C(=O)N |
3. Myotropic activity of allatostatins in tenebrionid beetles
5. Cationic cell-penetrating peptides are potent furin inhibitors
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