VH298

Description In vitro In vivo

Product Name: VH298
CAS No.: 2097381-85-4
Chemical Name: VH298
Synonyms: VH298;VHL-298;CS-2647;VH298;VH 298;VH298 USP/EP/BP;E3 ligase-recruiting Moiety,VH-298,Inhibitor,VH298,Ligands for E3 Ligase,VH 298,inhibit;L-Prolinamide, N-[(1-cyanocyclopropyl)carbonyl]-3-methyl-L-valyl-4-hydroxy-N-[[4-(4-methyl-5-thiazolyl)phenyl]methyl]-, (4R)-;(2S,4R)-1-((S)-2-(1-cyanocyclopropanecarboxamido)-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide;(2S,4R)-1-((S)-2-(1-Cyanocyclopropane-1-carboxamido)-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide;(2S,4R)-1-[(2S)-2-[(1-cyanocyclopropanecarbonyl)amino]-3,3-dimethylbutanoyl]-4-hydroxy-N-[[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methyl]pyrrolidine-2-carboxamide
CBNumber: CB73344894
Molecular Formula: C27H33N5O4S
Formula Weight: 523.65
MOL File: 2097381-85-4.mol

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VH298 Property

Boiling point:: 860.8±65.0 °C(Predicted)
Density: 1.33±0.1 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: DMF:30.0(Max Conc. mg/mL);57.29(Max Conc. mM)
DMSO:66.42(Max Conc. mg/mL);126.84(Max Conc. mM)
Ethanol:60.79(Max Conc. mg/mL);116.09(Max Conc. mM)
Ethanol:PBS (pH 7.2) (1:9):0.1(Max Conc. mg/mL);0.19(Max Conc. mM)
form: A crystalline solid
pka: 12.28±0.20(Predicted)
color: Off-white to pink
InChIKey: NDVQUNZCNAMROD-RZUBCFFCSA-N
SMILES: C(NCC1=CC=C(C2SC=NC=2C)C=C1)(=O)[C@@H]1C[C@@H](O)CN1C(=O)[C@H](C(C)(C)C)NC(C1(C#N)CC1)=O

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 21133
Product name: VH298
Purity: ≥98%
Packaging: 1mg
Price: $37
Updated: 2024/03/01

Cayman Chemical

Product number: 21133
Product name: VH298
Purity: ≥98%
Packaging: 5mg
Price: $98
Updated: 2024/03/01

Cayman Chemical

Product number: 21133
Product name: VH298
Purity: ≥98%
Packaging: 10mg
Price: $178
Updated: 2024/03/01

Cayman Chemical

Product number: 21133
Product name: VH298
Purity: ≥98%
Packaging: 25mg
Price: $397
Updated: 2024/03/01

Tocris

Product number: 6156
Product name: VH298
Purity: ≥98%(HPLC)
Packaging: 10
Price: $244
Updated: 2021/12/16

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VH298 Chemical Properties,Usage,Production

Description

VH298 is a potent VHL (Von Hippel-Lindau, the E3 ligase) inhibitor that stabilizes HIF-α. VH298 blocks the VHL:HIF-α interaction with Kd of 90 nM in isothermal titration calorimetry (ITC) and 80 nM in a competitive fluorescence polarization assay. VH-298 can be used in PROTAC technology.

In vitro

VH298 can activate the HIF-1 signalling pathway by stabilizing both forms of HIF-1α in vitro. VH298 promotes rFb variability, migration, and synthesis of collagen and regulatory cell factors. VH298 improves the angiogenesis of hUVEC.

In vivo

VH298 can activate the HIF-1 signalling pathway by stabilizing both forms of HIF-1α in vitro. VH298 promotes rFb variability, migration, and synthesis of collagen and regulatory cell factors. VH298 improves the angiogenesis of hUVEC.

Description

VH-298 is a E3 ligase ligand-linker conjugate that couples the VHL ligand and blocks the interaction between VHL and HIF-α, initiating hypoxic response.

Uses

(2S,4R)-1-((S)-2-(1-Cyanocyclopropanecarboxamido)-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide is a VHL inhibitors that decreases hypoxia inducible factor-α during hypoxia associated signaling in human cervical cancer, osteosarcoma HeLa and U2OS. cells.

Biological Activity

HIF-1α and hydroxy-HIF-1α levels increased in VH298-treated rFb in a time- and dose-dependent manner. Thirty micromolar VH298 could significantly increase cell proliferation, angiogenesis, and gene expression of type I collagen-α1 (Col1-α1), vascular endothelial growth factor A (VEGF-A), and insulin-like growth factor 1 (IGF-1). The VH298-treated wound had a better healing pattern, activation of HIF-1 signaling, and vascularization. It is is a potent VHL inhibitor that stabilizes HIF-α and elicits a hypoxic response via a different mechan: the the blockade of the VHL: HIF-α protein-protein interaction downstream of HIF-α hydroxylation by PHD enzymes. It engages with high affinity and specificity with VHL as its only primary cellular target, leading to selective on-target accumulation of hydroxylated HIF-α in a concentration- and time-dependent fashion in different cell lines, with subsequent upregulation of HIF-target genes at both mRNA and protein levels[1-2].

storage

Store at -20°C

References

[1] Julianty Frost. “Potent and selective chemical probe of hypoxic signalling downstream of HIF-α hydroxylation via VHL inhibition.” Nature Communications 7 1 (2016).
[2] Shuo Qiu. “Von Hippel-Lindau (VHL) Protein Antagonist VH298 Improves Wound Healing in Streptozotocin-Induced Hyperglycaemic Rats by Activating Hypoxia-Inducible Factor- (HIF-) 1 Signalling.” Journal of Diabetes Research (2019): 1897174.

VH298 Preparation Products And Raw materials

Raw materials

Preparation Products

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VH298 Suppliers

China 88 India 1 United Kingdom 1 United States 8 Global 98

BOC Sciences

Tel: 1-631-485-4226; 16314854226
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Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.

Tel: 025-66099280 17798518460
Fax: (1)02557626880
Email: cfzhang@aikonchem.com
Country: China
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MedChemexpress LLC

Tel: 021-58955995
Fax: 609-228-5909
Email: sales@medchemexpress.cn
Country: United States
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Shanghai Lollane Biological Technology Co.,Ltd.

Tel: 021-52996696，15000506266 15000506266
Fax: +86-21-52996696
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Shanghaizehan biopharma technology co., Ltd.

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ShangHai Angti Biotechnology Co., Ltd.

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ShangHai Biochempartner Co.,Ltd

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Shanghai Chaolan Chemical Technology Center

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Beijing Solarbio Science & Tecnology Co., Ltd.

Tel: 010-50973130 4009686088
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Amadis Chemical Company Limited

Tel: 571-89925085
Fax: 0086-571-89925065
Email: sales@amadischem.com
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View Lastest Price from VH298 manufacturers

Hubei Chuchang Biotech Co., Ltd.

Product: VH-298 2097381-85-4
Price: US $0.00-0.00/MG
Min. Order: 1MG
Purity: 98%+ HPLC HNMR
Supply Ability: 50 g per month
Release date: 2024-03-29

Career Henan Chemical Co

Product: VH298 2097381-85-4
Price: US $1.00/kg
Min. Order: 1kg
Purity: 95%-99%
Supply Ability: 100kg
Release date: 2018-12-24

2097381-85-4, VH298Related Search:

VH298

VH298;VH 298

CS-2647

(2S,4R)-1-((S)-2-(1-cyanocyclopropanecarboxamido)-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide

VH298 USP/EP/BP

(2S,4R)-1-[(2S)-2-[(1-cyanocyclopropanecarbonyl)amino]-3,3-dimethylbutanoyl]-4-hydroxy-N-[[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methyl]pyrrolidine-2-carboxamide

(2S,4R)-1-((S)-2-(1-Cyanocyclopropane-1-carboxamido)-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide

E3 ligase-recruiting Moiety,VH-298,Inhibitor,VH298,Ligands for E3 Ligase,VH 298,inhibit

L-Prolinamide, N-[(1-cyanocyclopropyl)carbonyl]-3-methyl-L-valyl-4-hydroxy-N-[[4-(4-methyl-5-thiazolyl)phenyl]methyl]-, (4R)-

VHL-298

2097381-85-4