M6418

Sigma-Aldrich

Manumycin A from Streptomyces parvulus

Empirical Formula (Hill Notation):
C31H38N2O7
CAS Number:
Molecular Weight:
550.64
MDL number:
PubChem Substance ID:
NACRES:
NA.32
Pricing and availability is not currently available.

Quality Level

assay

≥97% (HPLC)

form

powder

solubility

methanol: 9.80-10.20 mg/mL, clear, yellow to very deep yellow

storage temp.

2-8°C

SMILES string

CCCC[C@@H](C)\C=C(C)\C=C(/C)C(=O)NC1=C[C@@](O)(\C=C\C=C\C=C\C(=O)NC2=C(O)CCC2=O)[C@@H]3O[C@H]3C1=O

InChI

1S/C31H38N2O7/c1-5-6-11-19(2)16-20(3)17-21(4)30(38)32-22-18-31(39,29-28(40-29)27(22)37)15-10-8-7-9-12-25(36)33-26-23(34)13-14-24(26)35/h7-10,12,15-19,28-29,34,39H,5-6,11,13-14H2,1-4H3,(H,32,38)(H,33,36)/b8-7+,12-9+,15-10+,20-16+,21-17+/t19-,28?,29-,31+/m1/s1

InChI key

TWWQHCKLTXDWBD-YCWSEAROSA-N

Application

Manumycin A from Streptomyces parvulus has been used to inhibit IκB kinase (IKK)b−nuclear κ-B essential modulator (NEMO) interaction in the homogeneous time-resolved fluorescence (HTRF)-based binding assay.

Packaging

5 mg in glass bottle

Biochem/physiol Actions

Manumycin A is a natural monomeric epoxyquinoid. It has an ability to inhibit tumor necrosis factor (TNF) induced IκB kinase (IKK) activity in various cell types. In addition, manumycin A exhibits anti-tumor property by inhibiting farnesylation of oncogenic Ras.
Potent inhibitor of Ras farnesyltransferase.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Binding of manumycin A inhibits IkappaB kinase beta activity
Bernier M, et al.
Test, 281(5), 2551-2561 (2006)
M Hara et al.
Proceedings of the National Academy of Sciences of the United States of America, 90(6), 2281-2285 (1993-03-15)
A microbial screen using a yeast strain with conditional deficiency in the GPA1 gene was carried out to search for inhibitors of protein farnesyltransferase (PFT). A strain of Streptomyces was found to produce active compounds named UCF1-A, UCF1-B, and UCF1-C....
Daniel Z Bar et al.
Nucleus (Austin, Tex.), 1(6), 499-505 (2011-02-18)
Fibroblasts derived from Hutchinson-Gilford progeria syndrome (HGPS) patients and dermal cells derived from healthy old humans in culture display age-dependent progressive changes in nuclear architecture due to accumulation of farnesylated lamin A. Treating human HGPS cells or mice expressing farnesylated...
Vivek Sharma et al.
Inflammation, 35(2), 516-519 (2011-05-11)
We have recently reported that Ras acts as an intermediate coactivator in IL-1β-mediated hypoxia-inducible factor-1α (HIF-1α) activation in glioblastoma multiforme (GBM). Since HIF-1α plays a crucial role in linking inflammatory and oncogenic pathways, we investigated whether this IL1β-Ras-HIF-1α signaling axis...
A homogeneous time-resolved fluorescence-based high-throughput screening system for discovery of inhibitors of IKK$\beta$--NEMO interaction
Gotoh Y, et al.
Analytical Biochemistry, 405(1), 19-27 (2010)
Articles
We present an article about how proliferating cells require the biosynthesis of structural components for biomass production and for genomic replication.
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