L-156602
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
| Category | Antibiotics |
| Catalog number | BBF-03707 |
| CAS | 125228-51-5 |
| Molecular Weight | 840.96 |
| Molecular Formula | C38H64N8O13 |
| Purity | >95% by HPLC |
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Capabilities & Facilities
Fermentation Lab
4 R&D and scale-up labs
2 Preparative purification labs
Fermentation Plant
Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)
Product Description
L-156602 is extracted from Streptomyces sp. MA6348, and it is the antagonist of Anaphylatoxin C5a. It is also a cyclic depsipeptide antibiotic that is active against Gram-positive bacteria.
- Specification
- Properties
- Reference Reading
- Price Product List
| Synonyms | Antibiotic L 156602; Antibiotic PD-124966; GNF-Pf-75; L 156602; PD-124966; (3S)-3-hydroxy-N-[(2S)-2-hydroxy-1-oxo-2-[(2R,5R,6R)-tetrahydro-2-hydroxy-6-methyl-5-[(2S)-2-methylbutyl]-2H-pyran-2-yl]propyl]-L-leucyl-(3R)-hexahydro-3-pyridazinecarbonyl-N-hydroxy-L-alanylglycyl-(3S)-hexahydro-3-pyridazinecarbonyl-N-hydroxy-D-alanine, (6→13)-lactone |
| Storage | Store at -20°C |
| IUPAC Name | (2S)-N-[(6S,9S,16S,17S,20R,23R)-7,21-dihydroxy-6,20-dimethyl-2,5,8,15,19,22-hexaoxo-17-propan-2-yl-18-oxa-1,4,7,13,14,21,27-heptazatricyclo[21.4.0.09,14]heptacosan-16-yl]-2-hydroxy-2-[(2R,5R,6R)-2-hydroxy-6-methyl-5-[(2S)-2-methylbutyl]oxan-2-yl]propanamide |
| Canonical SMILES | CCC(C)CC1CCC(OC1C)(C(C)(C(=O)NC2C(OC(=O)C(N(C(=O)C3CCCNN3C(=O)CNC(=O)C(N(C(=O)C4CCCNN4C2=O)O)C)O)C)C(C)C)O)O |
| InChI | InChI=1S/C38H64N8O13/c1-9-21(4)18-25-14-15-38(55,59-24(25)7)37(8,54)36(53)42-29-30(20(2)3)58-35(52)23(6)46(57)32(49)26-12-10-16-40-43(26)28(47)19-39-31(48)22(5)45(56)33(50)27-13-11-17-41-44(27)34(29)51/h20-27,29-30,40-41,54-57H,9-19H2,1-8H3,(H,39,48)(H,42,53)/t21-,22-,23+,24+,25+,26+,27-,29-,30-,37+,38+/m0/s1 |
| InChI Key | ZJZOPNINWIGNQW-INBMEMTISA-N |
| Appearance | Colorless Acicular Crystal |
| Antibiotic Activity Spectrum | Gram-positive bacteria |
| Melting Point | 190-193°C |
| Density | 1.4±0.1 g/cm3 |
| Solubility | Soluble in Ethanol, Methanol, DMF, DMSO |
1. Effects of L-156,602, a C5a receptor antagonist, on mouse experimental models of inflammation
R F Tsuji, J Magae, K Nagai, M Yamasaki Biosci Biotechnol Biochem . 1992 Dec;56(12):2034-6. doi: 10.1271/bbb.56.2034.
L-156,602, a C5a receptor antagonist, was found as an immunosuppressant with preferential effects on delayed-type hypersensitivity (DTH) in our screening program and it was shown that L-156,602 suppressed the efferent phase of DTH. Here, we tested its effects on experimental models of inflammation induced in mice. L-156,602 did not suppress serotonin- and carrageenan- induced inflammation while it completely suppressed concanavalin A-induced inflammation 4 h after elicitation. The inflammation appeared 24 h after the elicitation with concanavalin A and it was significantly suppressed by L-156,602. Muramyl dipeptide (MDP)-induced acute joint inflammation was also significantly suppressed by L-156,602. These results demonstrated the unique immunomodulating properties of L-156,602 in mouse experimental models of inflammation.
2. New chloptosins B and C from an Embleya strain exhibit synergistic activity against methicillin-resistant Staphylococcus aureus when combined with co-producing compound L-156,602
Shigeko Harada, Ryuichi Sawa, Hideki Hashizume, Masaki Hatano, Ryoko Nagasaka, Kiyoko Iijima, Yumiko Kubota, Masayuki Igarashi, Yuko Shibuya J Antibiot (Tokyo) . 2021 Jan;74(1):80-85. doi: 10.1038/s41429-020-0361-y.
Two new dimeric cyclohexapeptides, chloptosins B and C, were discovered from the culture broth of Embleya sp. MM621-AF10 together with the known compounds chloptosin and L-156,602. The structures of the new chloptosins were determined by spectroscopic studies and advanced Marfey's methods. The stereo structure of the constituent isoleucine was determined by C3Marfey's analysis. Chloptosins demonstrated potent antimicrobial activity against Gram-positive bacteria including drug-resistant strains of methicillin-resistant Staphylococcus aureus and vancomycin-resistant enterococci with MICs of 0.5-2 µg ml-1. The antimicrobial activities of chloptosins were enhanced by addition of co-producing compound L-156,602, as shown by checkerboard analysis.
3. PD 124,895 and PD 124,966, two new antitumor antibiotics
T R Hurley, R H Bunge, J C French, N E Willmer, G C Hokanson J Antibiot (Tokyo) . 1986 Dec;39(12):1651-6. doi: 10.7164/antibiotics.39.1651.
The isolation and characterization of the title antibiotics, which are produced by the same Streptomyces sp., is described. The potent antitumor agent, PD 124,895, is an analog of hydroxyelactocin (PD 114,721). PD 124,966 is a new member of the depsipeptide family of antibiotics.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
