Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

A7603

Sigma-Aldrich

Aculeacin A

from Aspergillus aculeatus, ≥95% (HPLC)

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C50H81N7O16
CAS Number:
58814-86-1
Molecular Weight:
1036.22
MDL number:
MFCD01674009
UNSPSC Code:
41116107
PubChem Substance ID:
329770935
NACRES:
NA.85

biological source

Aspergillus aculeatus

Quality Level

200

assay

≥95% (HPLC)

form

powder

solubility

DMSO: 10 mg/mL
DMF: soluble
ethanol: soluble
methanol: soluble

antibiotic activity spectrum

yeast

mode of action

cell wall synthesis | interferes

shipped in

wet ice

storage temp.

−20°C

SMILES string

CCCCCCCCCCCCCCCC(=O)N[C@H]1C[C@@H](O)[C@@H](O)NC(=O)[C@@H]2[C@@H](O)[C@@H](C)CN2C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H]3C[C@@H](O)C[N@H]3C(=O)[C@@H](NC1=O)[C@@H](C)O)[C@H](O)[C@@H](O)c4ccc(O)cc4)[C@@H](C)O

InChI

1S/C50H81N7O16/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-36(63)51-33-24-35(62)46(69)55-48(71)40-41(64)27(2)25-57(40)50(73)38(29(4)59)53-47(70)39(43(66)42(65)30-19-21-31(60)22-20-30)54-45(68)34-23-32(61)26-56(34)49(72)37(28(3)58)52-44(33)67/h19-22,27-29,32-35,37-43,46,58-62,64-66,69H,5-18,23-26H2,1-4H3,(H,51,63)(H,52,67)(H,53,70)(H,54,68)(H,55,71)/t27-,28+,29+,32+,33-,34-,35+,37-,38-,39-,40-,41-,42-,43-,46+/m0/s1

InChI key

YKPHLXGEPNYRPY-ZIUFDZNVSA-N

Application

Aculeacin A is used to study mutations that lead to antibiotic resistance in Saccharomyces cerevisiae [1], the inhibition of Candida albicans[2], and the morphogenetic transformation of Candida albicans when treated [3].

Biochem/physiol Actions

Aculeacin A is a lipopeptide that inhibits β-glucan synthesis in yeasts. The inhibition is due to the selective blockage of glucan synthase.
Aculeacin A, an amphophilic antibiotic, inhibits the biosynthesis of β−glucan by selective blockage of β(1→3) glucan synthase.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
097M4136V
14170212
14120320
092M4025V
089K4035

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

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

Visit the Document Library

Cilofungin inhibition of (1-3)-beta-glucan synthase: the lipophilic side chain is essential for inhibition of enzyme activity.
C S Taft et al.
The Journal of antibiotics, 43(4), 433-437 (1990-04-01)
H Yamaguchi et al.
Microbiology and immunology, 31(7), 625-638 (1987-01-01)
Protoplasts of Candida albicans were prepared by digestion with Zymolyase and the effect of aculeacin A, a wall-active antibiotic, on the synthesis of microfibrillar structures by the protoplasts incubated for 5 hr in an osmotically stabilized medium was studied using
C Castro et al.
Journal of bacteriology, 177(20), 5732-5739 (1995-10-01)
Papulacandin B, an antifungal agent that interferes with the synthesis of yeast cell wall (1,3)beta-D-glucan, was used to isolate resistant mutants in Schizosaccharomyces pombe and Saccharomyces cerevisiae. The resistance to papulacandin B always segregated as a recessive character that defines
R A Fromtling et al.
The Journal of antibiotics, 42(2), 174-178 (1989-02-01)
L-671,329 is a novel, echinocandin-like natural product that possesses potent anti-Candida activity, including activity against Candida parapsilosis. The in vitro MICs of L-671,329 were comparable to aculeacin against 18 yeasts and three filamentous fungi in an agar dilution assay. L-671,329
J C Ribas et al.
Journal of bacteriology, 173(11), 3456-3462 (1991-06-01)
Schizosaccharomyces pombe thermosensitive mutants requiring the presence of an osmotic stabilizer to survive and grow at a nonpermissive temperature were isolated. The mutants were genetically and biochemically characterized. In all of them, the phenotype segregated in Mendelian fashion as a
View All Related Papers

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