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(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
Molecular Weight:
307.35
MDL Number:
MOL File:
2097141-18-7.mol
Last updated:2023-07-12 17:05:20

(S)-3'-amino Blebbistatin Properties

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)

(S)-3'-amino Blebbistatin price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 24170 (S)-3'-amino Blebbistatin ≥95% 2097141-18-7 500μg $121 2024-03-01 Buy
Cayman Chemical 24170 (S)-3'-amino Blebbistatin ≥95% 2097141-18-7 1mg $230 2024-03-01 Buy
Cayman Chemical 24170 (S)-3'-amino Blebbistatin ≥95% 2097141-18-7 5mg $1082 2024-03-01 Buy
AK Scientific 4795EL (3As)-1-(3-aminophenyl)-3a-hydroxy-6-methyl-2,3-dihydropyrrolo[2,3-b]quinolin-4-one 2097141-18-7 5mg $1302 2021-12-16 Buy
Product number Packaging Price Buy
24170 500μg $121 Buy
24170 1mg $230 Buy
24170 5mg $1082 Buy
4795EL 5mg $1302 Buy

(S)-3'-amino Blebbistatin Chemical Properties,Uses,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

(S)-3'-amino Blebbistatin Suppliers

Global( 6)Suppliers
Supplier Tel Email Country ProdList Advantage
Shanghai Hongye Biotechnology Co. Ltd 400-9205774 sales@glpbio.cn China 6870 58
ChemeGen(Shanghai) Biotechnology Co.,Ltd. 18818260767 sales@chemegen.com China 11289 58
Shanghai Universal Biotech Co.,Ltd 18768175414 gaojun@univ-bio.com China 24998 58
Shanghai Yiyan Biotechnology Co. , Ltd. 021-69985186 13611928337 3427709316@qq.com China 7979 58
Shanghai Yifei Biotechnology Co. , Ltd. 021-65675885 18964387627 customer_service@efebio.com China 8736 58
-amino Blebbistatin 4H-Pyrrolo[2,3-b]quinolin-4-one, 1-(3-aminophenyl)-1,2,3,3a-tetrahydro-3a-hydroxy-6-methyl-, (3aS)- (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 2097141-18-7