MLR-52

Name: MLR-52
Brand: BOC Sciences
Rating: 5 (1 reviews)

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Category	Enzyme inhibitors
Catalog number	BBF-03662
CAS	155416-34-5
Molecular Weight	469.49
Molecular Formula	C27H23N3O5

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Product Description

MLR-52, extracted from Streptomyces sp. AB 1869R-359, is an immunosuppressive protein kinase C inhibitor. And the IC50 (nmol/L) of the mixed lymphocyte response test was 1.9±0.2.

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Synonyms	4'-Demethylamino-4',5'-dihydroxystaurosporine; (+)-MLR-52
IUPAC Name	(2S,3R,4S,5R,6R)-4,5-dihydroxy-3-methoxy-2-methyl-29-oxa-1,7,17-triazaoctacyclo[12.12.2.12,6.07,28.08,13.015,19.020,27.021,26]nonacosa-8,10,12,14,19,21,23,25,27-nonaen-16-one
Canonical SMILES	CC12C(C(C(C(O1)N3C4=CC=CC=C4C5=C6C(=C7C8=CC=CC=C8N2C7=C53)CNC6=O)O)O)OC
InChI	InChI=1S/C27H23N3O5/c1-27-24(34-2)22(31)23(32)26(35-27)29-15-9-5-3-7-12(15)18-19-14(11-28-25(19)33)17-13-8-4-6-10-16(13)30(27)21(17)20(18)29/h3-10,22-24,26,31-32H,11H2,1-2H3,(H,28,33)/t22-,23+,24+,26+,27-/m0/s1
InChI Key	CCOPBVQTBWBCIK-DYEJEPNJSA-N

Appearance	White Powder
Boiling Point	732.6°C at 760 mmHg
Melting Point	263-268°C
Density	1.71 g/cm3

1. MLR-52, (4'-demethylamino-4',5'-dihydroxystaurosporine), a new inhibitor of protein kinase C with immunosuppressive activity

J B McAlpine, J P Karwowski, M Jackson, M M Mullally, J E Hochlowski, U Premachandran, N S Burres J Antibiot (Tokyo). 1994 Mar;47(3):281-8. doi: 10.7164/antibiotics.47.281.

In the course of screening with the mixed lymphocyte reaction, a new inhibitor of protein kinase C with immunosuppressive activity was isolated from the fermentation broth and mycelia of Streptomyces sp. AB 1869R-359. Although certain similarities exist, this strain is morphologically and physiologically distinct from other reported producers of staurosporine-related compounds. We have found that this strain produces relatively high levels of staurosporine and the new minor compound MLR-52, which possesses the indolo[2,3-a]carbazole chromophore of staurosporine, but differs in the substitution pattern of the sugar moiety. Their structures have been elucidated by mass and NMR spectra. MLR-52 has been shown to inhibit the enzymatic activity of protein kinase C and the murine mixed lymphocyte reaction.

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