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WS 1358B1

Name: WS 1358B1
Brand: BOC Sciences
Rating: 5 (1 reviews)

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Category	Enzyme inhibitors
Catalog number	BBF-01642
CAS	117703-85-2
Molecular Weight	251.1
Molecular Formula	C6H7NO7Na2

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Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

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Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product Description

WS 1358B1 is a dehydropeptide (DHP) inhibitor produced by Streptomyces parvulus.

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Synonyms	WS-1358B1
IUPAC Name	2-hydroxy-2-(hydroxycarbamoyl)pentanedioic acid
Canonical SMILES	C(CC(C(=O)NO)(C(=O)O)O)C(=O)O
InChI	InChI=1S/C6H9NO7/c8-3(9)1-2-6(13,5(11)12)4(10)7-14/h13-14H,1-2H2,(H,7,10)(H,8,9)(H,11,12)
InChI Key	HUZCUQQKMFUHKG-UHFFFAOYSA-N

Melting Point

92-93°C

1. Studies on new dehydropeptidase inhibitors. I. Taxonomy, fermentation, isolation and physico-chemical properties

S Hashimoto, H Murai, M Ezaki, N Morikawa, H Hatanaka, M Okuhara, M Kohsaka, H Imanaka J Antibiot (Tokyo). 1990 Jan;43(1):29-37. doi: 10.7164/antibiotics.43.29.

WS1358A1 (FR104007) and B1 (FR104008), new potent inhibitors of renal dehydropeptidase, were isolated from the culture broth of strain No. 1358 which was identified as Streptomyces parvulus subsp. In vitro inhibitory activities (IC50 value) of WS1358A1 and B1 against porcine renal DHP were 3 and 600 nM, respectively.

2. Studies on new dehydropeptidase inhibitors. IV. Chemical transformation of WS1358 compounds and an improved synthesis of WS1358A1

I Uchida, S Hashimoto, T Iwamoto, S Takase, M Hashimoto J Antibiot (Tokyo). 1990 Apr;43(4):344-51. doi: 10.7164/antibiotics.43.344.

The structures of compounds 3 (and 4) and 5 (and 6) derived from the natural products WS1358A1 (1) (and B1 (2)) have been determined by their spectroscopic evidence. By taking advantage of these transformations, an improved synthesis of A1 (1, racemate) has been achieved.

3. Studies on new dehydropeptidase inhibitors. II. Structural elucidation and synthesis of WS1358A1 and B1

S Takase, I Uchida, S Hashimoto, H Tanaka, M Hashimoto J Antibiot (Tokyo). 1990 Jan;43(1):38-42. doi: 10.7164/antibiotics.43.38.

The structures of WS1358A1 and B1, new dehydropeptidase inhibitors isolated from Streptomyces parvulus subsp. tochigiensis No. 1358, have been established to be 2-hydroxy-2-hydroxyaminocarbonyl-3-methylglutaric acid (1) and 2-hydroxy-2-hydroxyaminocarbonylglutaric acid (2), respectively, on the basis of spectroscopic evidence and synthesis of the racemates.

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WS 1358B1

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