Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

S5822

Sigma-Aldrich

Spergualin trihydrochloride

>95% (HPLC and TLC), from Bacillus laterosporus

Synonym(s):

Antibiotic BMG 162aF2, Heptanamide,7-[(aminoiminomethyl)amino]-N-[(1S)-2-[[4-[(3-aminopropyl)amino]butyl]amino]-1-hydroxy-2-oxoethyl]-3-hydroxy-,3S)-trihydrochloride

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C17H40Cl3N7O4
CAS Number:
Molecular Weight:
512.90
UNSPSC Code:
12352200

biological source

Bacillus laterosporus

assay

>95% (HPLC and TLC)

storage condition

desiccated

solubility

H2O: soluble
acetone: insoluble
ethanol: insoluble
ethyl acetate: insoluble
methanol: soluble

antibiotic activity spectrum

neoplastics

shipped in

wet ice

storage temp.

−20°C

InChI

1S/C17H37N7O4.3ClH/c18-7-5-9-21-8-3-4-10-22-15(27)16(28)24-14(26)12-13(25)6-1-2-11-23-17(19)20;;;/h13,16,21,25,28H,1-12,18H2,(H,22,27)(H,24,26)(H4,19,20,23);3*1H/t13-,16-;;;/m0.../s1

InChI key

XWNJZPKETIWTTF-RIHGSVRJSA-N

Application

Spergualin trihydrochloride was used to compare the 15-deoxyspergualin, a derivative of spergualin by thin layer chromatography.1

Biochem/physiol Actions

Spergualin is an antibiotic isolated from Bacillus laterosporus that has antibacterial, antitumor, and strong immunosuppressive properties. Spergualin exhibits antitumor activity against transplantable leukemias in mice such as lymphatic leukemia L1210, monocytic leukemia P388, mastocytoma P815, or thymoma EL-4. Spergualin was found effective in inhibiting skin graft rejection, preventing GVHD (Graft-Versus-Host-Disease) in mice recipients of allogeneic bone marrow and spleen cells, and modulating other immunologic diseases.
Spergualin is an antibiotic that posses antibacterial, antitumor, and strong immunosuppressive properties.

Preparation Note

Spergulain is very soluble in water and methanol. It is slighly or not soluble in ethanol, ethyl acetate, acetone cyclohexane, and other organic solvents. Spergualin solutions are unstable at acidic pH (pH <2) and at highly alkaline pH (pH >9). The powder is highly hygroscopic.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Christopher G Evans et al.
Bioorganic & medicinal chemistry letters, 21(9), 2587-2590 (2011-03-23)
Spergualin is a natural product that exhibits immunosuppressive, anti-tumor and anti-bacterial activities. Its derivatives, such as 15-deoxyspergualin (15-DSG), have been clinically approved for acute allograft rejection. However, the reported syntheses are cumbersome (>10 steps) and they suffer from low overall

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service