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PF 1022A

Anthelmintically active cyclodepsipeptide CAS# 133413-70-4

PF 1022A

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Chemical structure

PF 1022A

3D structure

Chemical Properties of PF 1022A

Cas No. 133413-70-4 SDF Download SDF
PubChem ID 159590 Appearance Powder
Formula C52H76N4O12 M.Wt 949.18
Type of Compound N/A Storage Desiccate at -20°C
Solubility DMSO : ≥ 43 mg/mL (45.30 mM)
*"≥" means soluble, but saturation unknown.
Chemical Name (3S,6R,9S,12R,15S,18R,21S,24R)-6,18-dibenzyl-4,10,12,16,22,24-hexamethyl-3,9,15,21-tetrakis(2-methylpropyl)-1,7,13,19-tetraoxa-4,10,16,22-tetrazacyclotetracosane-2,5,8,11,14,17,20,23-octone
SMILES CC1C(=O)N(C(C(=O)OC(C(=O)N(C(C(=O)OC(C(=O)N(C(C(=O)OC(C(=O)N(C(C(=O)O1)CC(C)C)C)CC2=CC=CC=C2)CC(C)C)C)C)CC(C)C)C)CC3=CC=CC=C3)CC(C)C)C
Standard InChIKey YJNUXGPXJFAUQJ-LYWANRAQSA-N
Standard InChI InChI=1S/C52H76N4O12/c1-31(2)25-39-49(61)65-35(9)45(57)53(11)42(28-34(7)8)52(64)68-44(30-38-23-19-16-20-24-38)48(60)56(14)40(26-32(3)4)50(62)66-36(10)46(58)54(12)41(27-33(5)6)51(63)67-43(47(59)55(39)13)29-37-21-17-15-18-22-37/h15-24,31-36,39-44H,25-30H2,1-14H3/t35-,36-,39+,40+,41+,42+,43-,44-/m1/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

PF 1022A Dilution Calculator

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PF 1022A Molarity Calculator

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Preparing Stock Solutions of PF 1022A

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.0535 mL 5.2677 mL 10.5354 mL 21.0708 mL 26.3385 mL
5 mM 0.2107 mL 1.0535 mL 2.1071 mL 4.2142 mL 5.2677 mL
10 mM 0.1054 mL 0.5268 mL 1.0535 mL 2.1071 mL 2.6339 mL
50 mM 0.0211 mL 0.1054 mL 0.2107 mL 0.4214 mL 0.5268 mL
100 mM 0.0105 mL 0.0527 mL 0.1054 mL 0.2107 mL 0.2634 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on PF 1022A

PF1022A is a novel anthelmintic cyclodepsipeptide. It was isolated from cultured mycelia of PF1022 Mycelia Sterilia, and exhibited strong anthelmintic activities against Ascaridia galli in chickens. [2] PF1022A seems to be a safe alternative to other anthelmintic drugs [1].

PF1022 is consisted of four alternating residues of N-methyl-L-leucine and four residues of D-phenyl-lactate or D-lactate [3]. PF1022A binds to the latrophilin-like transmembrane receptor and is important for pharyngeal pumping in nematodes. Furthermore, PF1022A binds to GABA receptors, which might contribute to the anthelmintic effect. PF1022A acts as an ionophore. In necrotic cells, PF1022A did not induce cell death indicated by lack of cellular lactate dehydrogenase release. PF1022A-induced cytotoxicity is impacted on the cell cycle and apoptosis regulating proteins p53, bax and p21, but not Bcl-2.

The efficacy of PF 1022A was investigated against the following parasite species: Strongyloides ratti and Nippostrongylus brasiliensis in rats, Ancylostoma caninum in dogs, Trichostrongylus colubriformis and Haemonchus contortus in sheep, small strongyles (cyathostomes) in horses, and Dictyocaulus viviparus in cattle. Oral, subcutaneous or intravenous application at doses varied from 1 to 10 mg/kg body weight was compared in livestock animals. High degrees of efficacy were found in all the above-cited examinations, and no clinical signs of impatience were observed. [4]

References:
Dornetshuber R, Kamyar MR, Rawnduzi P et al.  Effects of the anthelmintic drug PF1022A on mammalian tissue and cells. Biochem Pharmacol. 2009 Apr 15;77(8):1437-44.
Sasaki T, Takagi M, Yaguchi T et al.  A new anthelmintic cyclodepsipeptide, PF1022A. J Antibiot (Tokyo). 1992 May;45(5):692-7.
Yanai K, Sumida N, Okakura K et al.  Para-position derivatives of fungal anthelmintic cyclodepsipeptides engineered with Streptomyces venezuelae antibiotic biosynthetic genes. Nat Biotechnol. 2004 Jul;22(7):848-55. Epub 2004 Jun 6.
Von Samson-Himmelstjerna G, Harder A, Schnieder T.  In vivo activities of the new anthelmintic depsipeptide PF 1022A. Parasitol Res. 2000 Mar;86(3):194-9.

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References on PF 1022A

In vivo activities of the new anthelmintic depsipeptide PF 1022A.[Pubmed:10726989]

Parasitol Res. 2000 Mar;86(3):194-9.

PF 1022A is a member of a new class of cyclic depsipeptides with antiparasitic activity. Following in vitro and laboratory animal studies it was tested for its anthelmintic efficacy in companion and livestock animals against a wide spectrum of intestinal nematodes and lungworms. Studies were carried out in rats, dogs, horses, sheep, and cattle. Animals were either naturally or experimentally infested. The efficacy of PF 1022A was investigated against the following parasite species: Strongyloides ratti and Nippostrongylus brasiliensis in rats, Ancylostoma caninum in dogs, small strongyles (cyathostomes) in horses, Trichostrongylus colubriformis and Haemonchus contortus in sheep, and Dictyocaulus viviparus in cattle. Doses varied from 1 to 10 mg/kg body weight for oral, subcutaneous or intravenous application in companion and livestock animals. High degrees of efficacy were found in all the above-cited examinations, and no clinical signs of intolerability were observed.

Description

PF 1022A is a N-methylated cyclooctadepsipeptides (CODPs) with strong anthelmintic properties; acts as an ionophore.

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