(D-Phe5,Cys6,11,N-Me-D-Trp8)-Somatostatin-14 (5-12) amide
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(D-Phe5,Cys6,11,N-Me-D-Trp8)-Somatostatin-14 (5-12) amide

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(D-Phe5,Cys6,11,N-Me-D-Trp8)-Somatostatin-14 (5-12) amide, a synthetic somatostatin analogue, is selective for human somatostatin receptor subtype 5 (hsst5) and has similar binding affinity to somatostatin-28, with Kd±SEM values of 1200, 23.5±3.92, 11.05±1.03, >1000 and 0.61±0.36 nM for hsst1, hsst2, hsst3, hsst4 and hsst5, respectively.

Category
Peptide Inhibitors
Catalog number
BAT-015274
CAS number
340821-13-8
Molecular Formula
C50H67N11O10S2
Molecular Weight
1046.26
(D-Phe5,Cys6,11,N-Me-D-Trp8)-Somatostatin-14 (5-12) amide
IUPAC Name
(4R,7S,10S,13R,16S,19R)-10-(4-aminobutyl)-N-[(2S,3R)-1-amino-3-hydroxy-1-oxobutan-2-yl]-19-[[(2R)-2-amino-3-phenylpropanoyl]amino]-16-benzyl-7-[(1R)-1-hydroxyethyl]-13-(1H-indol-3-ylmethyl)-14-methyl-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carboxamide
Synonyms
(N-Me-D-Trp4,Thr8)-Octreotide amide; H-D-Phe-Cys-Phe-N-Me-D-Trp-Lys-Thr-Cys-Thr-NH2 (Disulfide bridge: Cys2-Cys7); D-phenylalanyl-L-cysteinyl-L-phenylalanyl-N-methyl-D-tryptophyl-L-lysyl-L-threonyl-L-cysteinyl-L-threoninamide (2->7)-disulfide
Appearance
White Solid
Purity
≥95% by HPLC
Density
1.4±0.1 g/cm3
Boiling Point
1446.0±65.0°C at 760 mmHg
Sequence
FCF-N-Me-D-WKTCT-NH2 (Disulfide bridge: Cys2-Cys7)
Storage
Store at -20°C
Solubility
Soluble in Water
InChI
InChI=1S/C50H67N11O10S2/c1-28(62)41(43(53)64)59-47(68)39-27-73-72-26-38(57-44(65)34(52)22-30-14-6-4-7-15-30)46(67)56-37(23-31-16-8-5-9-17-31)50(71)61(3)40(24-32-25-54-35-19-11-10-18-33(32)35)48(69)55-36(20-12-13-21-51)45(66)60-42(29(2)63)49(70)58-39/h4-11,14-19,25,28-29,34,36-42,54,62-63H,12-13,20-24,26-27,51-52H2,1-3H3,(H2,53,64)(H,55,69)(H,56,67)(H,57,65)(H,58,70)(H,59,68)(H,60,66)/t28-,29-,34-,36+,37+,38+,39+,40-,41+,42+/m1/s1
InChI Key
XQOMHPQXEDJCGI-WWBNSYMRSA-N
Canonical SMILES
CC(C1C(=O)NC(CSSCC(C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)N1)CCCCN)CC2=CNC3=CC=CC=C32)C)CC4=CC=CC=C4)NC(=O)C(CC5=CC=CC=C5)N)C(=O)NC(C(C)O)C(=O)N)O
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