Nargenicin A1
| Code | Size | Price |
|---|
| BVT-0204-M001 | 1 mg | £150.00 |
Quantity:
| BVT-0204-M005 | 5 mg | £460.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
20°C
Storage:
-20°C
Documents
Further Information
Alternate Names/Synonyms:
CP-47,444; CS682
Appearance:
Off-white powder.
CAS:
70695-02-2
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Hazards:
H302, H312, H319
InChi:
InChI=1S/C28H37NO8/c1-13-11-14(2)28-17(12-20(34-5)27(33)35-23(13)16(4)30)8-9-18-21(28)22(31)15(3)24(25(18)37-28)36-26(32)19-7-6-10-29-19/h6-11,13,15-18,20-25,29-31H,12H2,1-5H3/b14-11+/t13-,15-,16-,17-,18-,20+,21+,22-,23+,24-,25-,28+/m1/s1
InChiKey:
YEUSSARNQQYBKH-SIMZXIQRSA-N
Long Description:
Chemical. CAS: 70695-02-2. Formula: C28H37NO8. MW: 515.6. Isolated from Actinomyces sp. G?301. Antibiotic against Gram-positive bacteria, particularly Staphylococcus and Clostridia. More effective against multi-resistant strains (MRSA) than erythromycin and vancomycin. Inhibits cell proliferation and induces HL-60 cell differentiation in combination with 1,25-Dihydroxyvitamin-D3 and ATRA. Displays low cytotoxicity compared to erythromycin and spiramycin.
MDL:
MFCD08702706
Molecular Formula:
C28H37NO8
Molecular Weight:
515.6
Package Type:
Plastic Vial
Precautions:
P270, P280, P301, P312, P302, P352, P312
Product Description:
Antibiotic against Gram-positive bacteria, particularly Staphylococcus and Clostridia. More effective against multi-resistant strains (MRSA) than erythromycin and vancomycin. Inhibits cell proliferation and induces HL-60 cell differentiation in combination with 1,25-Dihydroxyvitamin-D3 and ATRA. Antioxidant.
Purity:
>98% (HPLC)
Signal word:
Warning
SMILES:
[H][C@]12C=C[C@]3([H])C[C@H](OC)C(=O)O[C@]([H])([C@@H](C)O)[C@H](C)C=C(C)[C@]33O[C@H]1[C@H](OC(=O)C1=CC=CN1)[C@H](C)[C@@H](O)[C@]23[H]
Solubility Chemicals:
Soluble in DMSO or methanol.
Source / Host:
Isolated from Actinomyces sp. G?301.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 1 year after receipt when stored at -20°C. After reconstitution protect from light at -20°C.
References
Structure of natural antibiotic CP-47,444: W.D. Celmer et al. J. Am. Chem. Soc. 102, 4203 (1980) | Nargenicin biosynthesis: D.E. Cane et al. J. Am. Chem. Soc. 115, 527 (1993) | The chemistry of the Nargenicin macrolides: J. Kallmerten, in Studies in natural products chemistry (Ed.: A.-U. Rahman, Elsevier) 17, 283 (1995) | Production, isolation and biological activity of nargenicin from Nocardia sp. CS682: J.K. Sohng et al. Arch. Pharm. Res. 31, 1339 (2008) | Quantitative analysis of nargenicin in Nocardia sp. CS682 culture by HPLC: S.S. Cho et al. Arch. Pharm. Res. 32, 335 (2009) | Nargenicin attenuates lipopolysaccharide-induced responses in BV-2 cells: J.C. Yoo et al. Neuroreport 20, 1007 (2009) | Nargenicin enhances 1,25-dihydroxyvitamin D3- and all-trans retinoic acid-induced leukemia cell differentiation via PKCbetal/MAPK pathways: S.H. Kim et al. Biochemical Pharmacology 77, 1694 (2009) | Enhanced production of nargenicin A1 and generation of novel glycosylated derivatives: D. Dhakal, et al.; Appl. Biochem. Biotechnol. 175, 2934 (2015) | Biosynthesis and ether-bridge formation in nargenicin macrolides: S.J. Pidot, et al.; Angew. Chem. Int. Ed. 58, 3996 (2019) | Protective effects of nargenicin A1 against tacrolimus-Induced oxidative stress in hirame natural embryo cells: C. Park, et al.; Int. J. Environ. Res. Public Health 16, 1044 (2019)
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