A cyclic peptide agonist of SST1
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CH 275 (acetate)

Item No. 41050

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-cysteinyl-L-lysyl-L-phenylalanyl-L-phenylalanyl-D-tryptophyl-4-[[(1-methylethyl)amino]methyl]-L-phenylalanyl-L-threonyl-L-phenylalanyl-L-threonyl-L-seryl-L-cysteine, cyclic (1→11)-disulfide, acetate
Molecular Formula
C74H96N14O15S2 • XC2H4O2
Formula Weight
1485.8
Purity
≥95%
Formulation (Request formulation change)
A solid
Peptide Sequence
CLFFwXTFTSC-OH (X= 4-(N-isopropyl)-aminomethylphenylalanine)
Solubility(Learn about Variance in Solubility)
Acetonitrile: Slightly Soluble: 0.1-1 mg/mlDMSO: Sparingly Soluble: 1-10 mg/mlWater: Slightly Soluble: 0.1-1 mg/ml
SMILES
[H][C@@]([C@@H](C)O)(NC([C@@H](N1)CC2=CC=C(CNC(C)C)C=C2)=O)C(N[C@@H](CC3=CC=CC=C3)C(N[C@](C(N[C@@H](CO)C(N[C@H](C(O)=O)CSSC[C@H](N)C(N[C@@H](CCCCN)C(N[C@@H](CC4=CC=CC=C4)C(N[C@@H](CC5=CC=CC=C5)C(N[C@H](CC6=CNC7=CC=CC=C76)C1=O)=O)=O)=O)=O)=O)=O)([C@@H](C)O)[H])=O)=O.CC(O)=O
InChi Code
InChI=1S/C74H96N14O15S2.C2H4O2/c1-42(2)77-37-49-29-27-48(28-30-49)35-57-69(97)87-62(43(3)90)72(100)84-58(34-47-22-12-7-13-23-47)70(98)88-63(44(4)91)73(101)85-60(39-89)71(99)86-61(74(102)103)41-105-104-40-52(76)64(92)79-54(26-16-17-31-75)65(93)80-55(32-45-18-8-5-9-19-45)66(94)81-56(33-46-20-10-6-11-21-46)67(95)83-59(68(96)82-57)36-50-38-78-53-25-15-14-24-51(50)53;1-2(3)4/h5-15,18-25,27-30,38,42-44,52,54-63,77-78,89-91H,16-17,26,31-37,39-41,75-76H2,1-4H3,(H,79,92)(H,80,93)(H,81,94)(H,82,96)(H,83,95)(H,84,100)(H,85,101)(H,86,99)(H,87,97)(H,88,98)(H,102,103);1H3,(H,3,4)/t43-,44-,52+,54+,55+,56+,57+,58+,59-,60+,61+,62+,63+;/m1./s1
InChi Key
LYJPJJXHWZLAIH-UPSMQBAUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    5 mg

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    10 mg

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    Product Description

    CH 275 is a cyclic peptide agonist of somatostatin receptor 1 (SST1; IC50 = 30.9 nM for the human receptor).1 It is selective for SST1 over SST2, SST3, SST4, and SST5 (IC50s = >10,000, 345, >1,000, and >10,000 nM, respectively, for the human receptors). CH 275 (500 nM) inhibits basal growth hormone secretion from primary mouse pituitary cells.2 It inhibits glucose-induced increases in electrical activity without inducing membrane hyperpolarization in a whole-cell patch-clamp assay using MIN6 pancreatic β-cells when used at a concentration of 100 nM.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rivier, J.E., Hoeger, C., Erchegyi, J., et al. Potent somatostatin undecapeptide agonists selective for somatostatin receptor 1 (sst1). J. Med. Chem. 44(13), 2238-2246 (2001).

    2. Kreienkamp, H.J., Akgün, E., Baumeister, H., et al. Somatostatin receptor subtype 1 modulates basal inhibition of growth hormone release in somatotrophs. FEBS Lett. 462(3), 464-466 (1999).

    3. Smith, P.A., Sellers, L.A., and Humphrey, P.P. Somatostatin activates two types of inwardly rectifying K+ channels in MIN-6 cells. J. Physiol. 532(Pt 1), 127-142 (2001).