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cancer research reagents

A23187, 4-Bromo

MSDSSample CoA
 
Source: Semisynthetic.
Prepared from A23187
Synonyms4-Bromo-A23187,
4-Bromocalcimycin,
4-Bromo-antibiotic A23187,

Systematic Name
4-Benzoxazolecarboxylic acid, 6-bromo-5-(methylamino)-2-(((2S,3S,6S,8S,9R,11R)-3,9,11-trimethyl-8-((1S)-1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl)-1,7-dioxaspiro(5.5)undec-2-yl)methyl)-

Description: Brominated Analog of A23187.
A23187 is an ionophore antibiotic that forms dimeric complexes with divalent cations such an Mn2+ and Ca2+.
CAS number: 76455-48-6
Merck index:  
Molecular weight: 602.5
Structure:

Molecular Formula: C29H36BrN3O6
Canonical SMILES: CC1CCC2(C(CC(C(O2)C(C)C(=O)C3=CC=CN3)C)C)OC1CC4=NC5=C(C(=C(C=C5O4)Br)NC)
Solubility
information:
DMSO, Methanol, Dichloromethane
Specifications 
Appearance: White crystalline solid.
Purity: At least 98% by TLC, HPLC

λmax:

 
Melting point 
SolubilityClear colorless solution at 10 mg/ml of Dichloromethane.
Storage4°C. Protect from light and moisture. Stable for 3 years.
ApplicationsNonfluorescent calcium ionophore used as a calibration standard for determining cytoplasmic calcium ions by fluorescent probes.
Warnings
Classificationpolyether antibiotic
calcium ionophore
Related products

 A23187FA  (A23187 free acid)

  A23187CAMG  (A23187 mixed Calcium / Magnesium salt)

  A23187BR  (4-Bromo A23187)

 For Research use only. Not for Human or Drug use
GMP/API grade available on request
A23187BR by Fermentek is not produced from or contains any ingredients from animal origin.
No genetically modified organisms are used.
Publications
 J Dermatol Sci. 2006 Jul;43(1):21-33

ATP2C1 is specifically localized in the basal layer of normal epidermis and its depletion triggers keratinocyte differentiation.

Yoshida M, Yamasaki K, Daiho T, Iizuka H, Suzuki H.

...knockdown of ATP2C1 induced these differentiation markers of cultured keratinocytes. Furthermore, treatment of keratinocytes with a calcium ionophore, A23187, did not up-regulate differentiation markers of keratinocytes, while a more manganese selective ionophore Br-A23187 up-regulated these differentiation markers..
  
 
 
 

DISAMBIGUATION:

one source uses the CAS number [76455-48-6] for 14-Methyl-14H-dibenzo[a,j]xanthene


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4 bromo calcimycin, a23187