Fibrostatin B
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| Category | Enzyme inhibitors |
| Catalog number | BBF-01708 |
| CAS | 91776-48-6 |
| Molecular Weight | 423.44 |
| Molecular Formula | C19H21NO8S |
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Description
Fibrostatin B is a proline hydroxylase inhibitor produced by Strptomyces catenulae.
Specification
| Synonyms | L-Cysteine, N-acetyl-S-((5,8-dihydro-1-hydroxy-3,6-dimethoxy-7-methyl-5,8-dioxo-2-naphthalenyl)methyl)- |
| IUPAC Name | (2R)-2-acetamido-3-[(1-hydroxy-3,6-dimethoxy-7-methyl-5,8-dioxonaphthalen-2-yl)methylsulfanyl]propanoic acid |
| Canonical SMILES | CC1=C(C(=O)C2=CC(=C(C(=C2C1=O)O)CSCC(C(=O)O)NC(=O)C)OC)OC |
| InChI | InChI=1S/C19H21NO8S/c1-8-15(22)14-10(17(24)18(8)28-4)5-13(27-3)11(16(14)23)6-29-7-12(19(25)26)20-9(2)21/h5,12,23H,6-7H2,1-4H3,(H,20,21)(H,25,26)/t12-/m0/s1 |
| InChI Key | DGYGIAQKHJSFNM-LBPRGKRZSA-N |
Properties
| Melting Point | 200°C |
Reference Reading
1. Basement membrane ultrastructure and component localization data from uterine tissues during early mouse pregnancy
Celestial R Jones-Paris, Sayan Paria, Taloa Berg, Juan Saus, Gautam Bhave, Bibhash C Paria, Billy G Hudson Data Brief. 2016 Nov 5;9:931-939. doi: 10.1016/j.dib.2016.10.033. eCollection 2016 Dec.
Basement membranes (BMs) are specialized extracellular scaffolds that provide architecture and modulate cell behaviors in tissues, such as fat, muscle, endothelium, endometrium, and decidua. Properties of BMs are maintained in homeostasis for most adult tissues. However, BM ultrastructure, composition, and localization are rapidly altered in select uterine tissues that are reprogrammed during pregnancy to enable early maternal-embryo interactions. Here, our data exhibit both static and dynamic BMs that were tracked in mouse uterine tissues during pre-, peri-, and postimplantation periods of pregnancy. The data exhibit spatial-temporal patterns of BM property regulation that coincide with the progression of adapted physiology. Further interpretation and discussion of these data in this article are described in the associated research article titled, "Embryo implantation triggers dynamic spatiotemporal expression of the basement membrane toolkit during uterine reprogramming" (C.R. Jones-Paris, S. Paria, T. Berg, J. Saus, G. Bhave, B.C. Paria, B.G. Hudson, 2016) [1].
2. Structures of fibrostatins, new inhibitors of prolyl hydroxylase
K Ohta, F Kasahara, T Ishimaru, Y Wada, T Kanamaru, H Okazaki J Antibiot (Tokyo). 1987 Sep;40(9):1239-48. doi: 10.7164/antibiotics.40.1239.
The structures of six inhibitors of prolyl hydroxylase, fibrostatins A, B, C, D, E and F produced by a strain of Streptomyces, were deduced to be 1, 2, 3, 4, 5 and 6, respectively, from chemical and spectroscopic evidence, especially from extensive 13C NMR studies including selective decoupling and low power selective decoupling experiments monitored by 13C-1H long-range couplings. These compounds are the first naturally occurring 2,6,7- or 3,6,7-tri-substituted or 2,3,6,7-tetra-substituted 5-hydroxy-1,4-naphthoquinone inhibitors possessing N-acetyl-L-cystein-S-yl moieties in the molecule.
3. Fibrostatins, new inhibitors of prolyl hydroxylase. I. Taxonomy, isolation and characterization
T Ishimaru, T Kanamaru, K Ohta, H Okazaki J Antibiot (Tokyo). 1987 Sep;40(9):1231-8. doi: 10.7164/antibiotics.40.1231.
Fibrostatins, potent inhibitors of prolyl hydroxylase, were isolated as orange crystals from the culture broth of strain No. 23924, which was identified as Streptomyces catenulae subsp. griseospora. In vitro inhibitory activity (ID50 value) of fibrostatins A, B, C, D, E and F against prolyl hydroxylase of chick embryos was 23, 39, 29, 180, 10 and 14 microM, respectively.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
