Need Assistance?

US & Canada:
+
UK: +

Our Highlights

GMP Grade Efficient workshop for GMP production.
Optimal Prices Buying products on this site guarantees the best price!
Commercial Batches Independent GMP manufacturing suites that handle commercial batches
Prompt Delivery Warehouses in multiple cities to ensure timely delivery
Flexible Quantity Quantities available from milligrams to ton

H-p-Chloro-Phe-D-Cys-β-(3-pyridyl)-Ala-D-Trp-N-Me-Lys-Thr-Cys-2-Nal-NH2

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

H-p-Chloro-Phe-D-Cys-β-(3-pyridyl)-Ala-D-Trp-N-Me-Lys-Thr-Cys-2-Nal-NH2 is the somatostatin-14 analog, with a high affinity of 5.98 nM for somatostatin receptor subtype 5 (SST5) (1.4 nM for somatostatin-14). It is the first antagonist with high affinity for SST5.

Category

Peptide Inhibitors

Catalog number

BAT-014513

CAS number

341519-04-8

Molecular Formula

C58H69ClN12O9S2

Molecular Weight

1177.83

H-p-Chloro-Phe-D-Cys-β-(3-pyridyl)-Ala-D-Trp-N-Me-Lys-Thr-Cys-2-Nal-NH2

Specification
Reference Reading

IUPAC Name

(4R,7S,10S,13R,16S,19S)-10-(4-aminobutyl)-19-[[(2S)-2-amino-3-(4-chlorophenyl)propanoyl]amino]-N-[(2S)-1-amino-3-naphthalen-2-yl-1-oxopropan-2-yl]-7-[(1R)-1-hydroxyethyl]-13-(1H-indol-3-ylmethyl)-11-methyl-6,9,12,15,18-pentaoxo-16-(pyridin-3-ylmethyl)-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carboxamide

Synonyms

H-p-Chloro-Phe-D-Cys-β-(3-pyridyl)-Ala-D-Trp-N-Me-Lys-Thr-Cys-2-Nal-NH2 (Disulfide bridge: Cys2-Cys7); 4-chloro-L-phenylalanyl-D-cysteinyl-3-(3-pyridyl)-L-alanyl-D-tryptophyl-N-methyl-L-lysyl-L-threonyl-L-cysteinyl-3-(2-naphthyl)-L-alaninamide (2->7)-disulfide; H-Phe(4-Cl)-D-Cys(1)-3Pal-D-Trp-N(Me)Lys-Thr-Cys(1)-2Nal-NH2; PRL-3195; 4-Cpa-cyclo(D-Cys-3-Pal-D-Trp-MeLys-Thr-Cys)-2-Nal-NH2

Appearance

White Powder

Purity

≥90%

Density

1.4±0.1 g/cm3

Boiling Point

1522.8±65.0°C at 760 mmHg

Sequence

F(4-Cl)-D-C-3Pal-D-W-N(Me)-KTC-2Nal-NH2

Storage

Store at -20°C

Solubility

Soluble in Water

InChI

InChI=1S/C58H69ClN12O9S2/c1-33(72)50-57(79)69-48(54(76)65-44(51(62)73)26-35-16-19-37-11-3-4-12-38(37)24-35)32-82-81-31-47(68-52(74)42(61)25-34-17-20-40(59)21-18-34)55(77)66-45(27-36-10-9-23-63-29-36)53(75)67-46(28-39-30-64-43-14-6-5-13-41(39)43)58(80)71(2)49(56(78)70-50)15-7-8-22-60/h3-6,9-14,16-21,23-24,29-30,33,42,44-50,64,72H,7-8,15,22,25-28,31-32,60-61H2,1-2H3,(H2,62,73)(H,65,76)(H,66,77)(H,67,75)(H,68,74)(H,69,79)(H,70,78)/t33-,42+,44+,45+,46-,47-,48+,49+,50+/m1/s1

InChI Key

RENOENXJSIVTHJ-PCBWRSKKSA-N

Canonical SMILES

CC(C1C(=O)NC(CSSCC(C(=O)NC(C(=O)NC(C(=O)N(C(C(=O)N1)CCCCN)C)CC2=CNC3=CC=CC=C32)CC4=CN=CC=C4)NC(=O)C(CC5=CC=C(C=C5)Cl)N)C(=O)NC(CC6=CC7=CC=CC=C7C=C6)C(=O)N)O

1. trans-Dichloridobis[(6-nicotinoyl-2-pyridyl-κN)(3-pyridyl-κN)methanone]copper(II)

Hong Qiang, Fan Zhang Acta Crystallogr Sect E Struct Rep Online. 2011 Jun 1;67(Pt 6):m758. doi: 10.1107/S1600536811017685. Epub 2011 May 14.

In the title complex, [CuCl(2)(C(17)H(11)N(3)O(2))(2)], the Cu(II) ion is located on an inversion center. It exhibits a distorted octa-hedral coordination geometry defined by two chloride anions at trans sites and four 3-pyridyl N atoms at equatorial sites from two (6-nicotinoyl-2-pyrid-yl)(3-pyrid-yl)methanone ligands. The (6-nicotinoyl-2-pyrid-yl)(3-pyrid-yl)methanone ligand can be viewed as having two pendant 3-pyridyl rings attached to a central pyridyl skeleton via separate carbonyl bridges, acting in a κ(2)N,N'-chelating mode with its 3-pyridyl N atoms bound to the Cu(II) ion. The pendant 3-pyridyl rings make a dihedral angle of 80.76 (5)°. In the crystal, mol-ecules are linked through inter-molecular C-H⋯π and C-H⋯O inter-actions, forming a three-dimentional framework.

2. Bis[μ3-2-(pyridin-3-yl)acetato-κ3 O: O: O']bis-[μ2-2-(pyridin-3-yl)acetato-κ2 O: O']bis-[chlorido-(1,10-phenanthroline-κ2 N, N')dysprosium(III)]

Yan Lin, Jian-Ping Yu IUCrdata. 2022 Mar 31;7(Pt 3):x220231. doi: 10.1107/S2414314622002310. eCollection 2022 Mar.

The title DyIII complex, [Dy2(C7H6NO2)4Cl2(C12H8N2)2] or [Dy2(μ 3-PAA)4(Cl)2(phen)2] (PAA = 3-pyridyl-acetate, phen = 1,10-phenanthroline), obtained by reaction of Dy(ClO4)3, 3-pyridyl-acetic acid ligands and 1,10-phenanthroline, exhibits a dinuclear structure. Adjacent binuclear dimers are further connected via face-to-face π-π stacking inter-actions resulting in supra-molecular chains along the c-axis direction.