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(S)-3'-amino Blebbistatin

Product Name
(S)-3'-amino Blebbistatin
CAS No.
2097141-18-7
Chemical Name
(S)-3'-amino Blebbistatin
Synonyms
-amino Blebbistatin;(S)-3'-amino Blebbistatin;(3aS)-1-(3-aminophenyl)-1,2,3,3a-tetrahydro-3a-hydroxy-6-methyl-4H-pyrrolo[2,3-b]quinolin-4-one;4H-Pyrrolo[2,3-b]quinolin-4-one, 1-(3-aminophenyl)-1,2,3,3a-tetrahydro-3a-hydroxy-6-methyl-, (3aS)-
CBNumber
CB04665658
Molecular Formula
C18H17N3O2
Formula Weight
307.35
MOL File
2097141-18-7.mol
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(S)-3'-amino Blebbistatin Property

Boiling point:
571.3±60.0 °C(Predicted)
Density 
1.39±0.1 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
DMF: 20 mg/ml; DMF:PBS(pH 7.2)(1:1): 0.5 mg/ml; DMSO: 12.5 mg/ml
form 
A crystalline solid
pka
11.07±0.20(Predicted)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical
Product number
24170
Product name
(S)-3'-amino Blebbistatin
Purity
≥95%
Packaging
500μg
Price
$121
Updated
2024/03/01
Cayman Chemical
Product number
24170
Product name
(S)-3'-amino Blebbistatin
Purity
≥95%
Packaging
1mg
Price
$230
Updated
2024/03/01
Cayman Chemical
Product number
24170
Product name
(S)-3'-amino Blebbistatin
Purity
≥95%
Packaging
5mg
Price
$1082
Updated
2024/03/01
AK Scientific
Product number
4795EL
Product name
(3As)-1-(3-aminophenyl)-3a-hydroxy-6-methyl-2,3-dihydropyrrolo[2,3-b]quinolin-4-one
Packaging
5mg
Price
$1302
Updated
2021/12/16
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(S)-3'-amino Blebbistatin Chemical Properties,Usage,Production

Description

(S)-3’-amino Blebbistatin is a more stable and less phototoxic form of (–)-blebbistatin , which is a selective cell-permeable inhibitor of non-muscle myosin II ATPases.1,2 (–)-Blebbistatin rapidly and reversibly inhibits Mg-ATPase activity and in vitro motility of non-muscle myosin IIA and IIB for several species (IC50s = 0.5-5 μM), while poorly inhibiting smooth muscle myosin (IC50 = 80 μM).3 Through these effects, it blocks apoptosis-related bleb formation, directed cell migration, and cytokinesis in vertebrate cells. However, prolonged exposure to blue light (450-490 nm) results in degradation of blebbistatin to an inactive product via cytotoxic intermediates, which may be problematic for its use in fluorescent live cell imaging applications.4,5 The addition of a 3’-amino group decreases the inherent fluorescence while retaining the activity of (–)-blebbistatin.6 (S)-3'-amino Blebbistatin has the same stereochemistry as the active (–)-blebbistatin enantiomer.

References

1. Straight, A.F., Cheung, A., Limouze, J., et al. Dissecting temporal and spatial control of cytokinesis with a myosin II inhibitor Science 299(5613),1743-1747(2003).
2. Kovács, M., Tóth, J., Hetényi, C., et al. Mechanism of blebbistatin inhibition of myosin II J. Biol. Chem. 279(34),35557-35563(2004).
3. Limouze, J., Straight, A.F., Mitchison, T., et al. Specificity of blebbistatin, an inhibitor of myosin II J. Muscle Res. Cell Motil. 25(4-5),337-341(2004).
4. Kolega, J. Phototoxicity and photoinactivation of blebbistatin in UV and visible light Biochem. Biophys. Res. Commun. 320(3),1020-1025(2004).
5. Sakamoto, T., Limouze, J., Combs, C.A., et al. Blebbistatin, a myosin II inhibitor, is photoinactivated by blue light Biochemistry 44(2),584-588(2005).
6. Verhasselt, S., Roman, B.I., De Wever, O., et al. Discovery of (S)-3'-hydroxyblebbistatin and (S)-3'-aminoblebbistatin: Polar myosin II inhibitors with superior research tool properties Org. Biomol. Chem. 15(9),2104-2118(2017).

(S)-3'-amino Blebbistatin Preparation Products And Raw materials

Raw materials

Preparation Products

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(S)-3'-amino Blebbistatin Suppliers

China 7 United States 1 Global 8
Shanghai Hongye Biotechnology Co. Ltd
Tel
400-9205774
Email
sales@glpbio.cn
Country
China
ProdList
6777
Advantage
58
ChemeGen(Shanghai) Biotechnology Co.,Ltd.
Tel
18818260767
Fax
QQ 3610331285
Email
sales@chemegen.com
Country
China
ProdList
11218
Advantage
58
Shanghai Universal Biotech Co.,Ltd
Tel
13774214275
Email
zhouzz@univ-bio.com
Country
China
ProdList
24998
Advantage
58
Shanghai Yiyan Biotechnology Co. , Ltd.
Tel
021-69985186 13611928337
Email
3427709316@qq.com
Country
China
ProdList
7978
Advantage
58
Shanghai Yifei Biotechnology Co. , Ltd.
Tel
021-65675885 18964387627
Email
customer_service@efebio.com
Country
China
ProdList
11974
Advantage
58
TargetMol Chemicals Inc.
Tel
15002134094
Email
marketing@targetmol.cn
Country
China
ProdList
19699
Advantage
58
Neobioscience Co., Ltd.
Tel
--
Fax
--
Email
info@neobioscience.com
Country
CHINA
ProdList
6681
Advantage
58

2097141-18-7, (S)-3'-amino BlebbistatinRelated Search:


  • (S)-3'-amino Blebbistatin
  • -amino Blebbistatin
  • 4H-Pyrrolo[2,3-b]quinolin-4-one, 1-(3-aminophenyl)-1,2,3,3a-tetrahydro-3a-hydroxy-6-methyl-, (3aS)-
  • (3aS)-1-(3-aminophenyl)-1,2,3,3a-tetrahydro-3a-hydroxy-6-methyl-4H-pyrrolo[2,3-b]quinolin-4-one
  • 2097141-18-7