Mitoquinone mesylate

Mitoquinone mesylate

Tên sản phẩm Mitoquinone mesylate
Số CAS 845959-50-4
Synonyms MitoQ, Mitoquinol mesylate, Mitoquinone mesylate, (10-(4,5-Dimethoxy-2-methyl-3,6-dioxo-1,4-cyclohexadien-1-yl)decyl)triphenylphosphonium mesylate
Công thức phân tử C38H47O7PS (mesylate salt)
Trọng lượng phân tử 678.82 g/mol (free base: 583.75 g/mol)
Hình thức Orange to red crystalline powder
Phương pháp phân tích (HPLC) ≥98,01 TP3T
Độ hòa tan Soluble in DMSO, ethanol, methanol; slightly soluble in water
Mất mát khi sấy khô ≤1.0%
Kim loại nặng ≤10 ppm
Lưu trữ Bảo quản ở nhiệt độ -20°C, tránh ánh sáng và độ ẩm
Gói 10 mg, 50 mg, 100 mg, 500 mg, 1 g in amber glass vials

Mitoquinone mesylate Structure

Từ đồng nghĩa: MitoQ, Mitoquinol mesylate, Mitoquinone mesylate, (10-(4,5-Dimethoxy-2-methyl-3,6-dioxo-1,4-cyclohexadien-1-yl)decyl)triphenylphosphonium mesylate

Mitoquinone mesylate is a synthetic derivative of coenzyme Q10 (ubiquinone) engineered to accumulate within mitochondria. Its structure couples a quinone redox core to a ten-carbon aliphatic chain terminated by a triphenylphosphonium (TPP+) cation. This lipophilic cation drives rapid electrophoretic uptake across the mitochondrial inner membrane, where the membrane potential (Δψm) is highly negative. The result is a mitochondria-targeted antioxidant that concentrates several hundred-fold inside the organelle, far exceeding the distribution of native CoQ10.

As a research chemical, Mitoquinone mesylate is supplied as the mesylate salt to improve aqueous solubility and handling stability. It is widely used in cellular and animal models to interrogate mitochondrial oxidative stress, redox signaling, and bioenergetics. Typical applications include studies on aging, neurodegeneration, cardiovascular ischemia-reperfusion injury, and metabolic disorders.

In the pharmaceutical and nutraceutical supply chain, Mitoquinone mesylate is recognized as a high-value active pharmaceutical ingredient (API) candidate and a reference standard for analytical method development. Its synthesis involves a multi-step route that demands strict control over purity, residual solvents, and counterion stoichiometry. LyvBio provides Mitoquinone mesylate with full analytical documentation, supporting formulation development and preclinical research.

Cấu trúc và tính chất hóa học

The molecule consists of a 2,3-dimethoxy-5-methyl-1,4-benzoquinone headgroup linked via a decyl chain to a triphenylphosphonium moiety. The mesylate counterion (CH3SO3–) balances the positive charge, yielding a crystalline solid with improved water dispersibility compared to the free base. The compound is sensitive to light and reducing agents; storage under inert gas at low temperature is recommended to prevent quinone reduction or degradation.

Cơ chế tác dụng

  • Mitochondrial targeting: The TPP+ cation undergoes potential-driven accumulation across the inner mitochondrial membrane, achieving concentrations up to 500-fold higher than in the cytosol.
  • Redox cycling: The quinone core is reduced by complex I or II to the active ubiquinol form, which scavenges superoxide and peroxynitrite, then is reoxidized, allowing catalytic antioxidant turnover.
  • Electron transport chain support: Mitoquinone can bypass damaged respiratory complexes, maintaining ATP production under oxidative stress.
  • Redox signaling modulation: By altering mitochondrial reactive oxygen species (ROS) levels, it influences Nrf2, NF-κB, and HIF-1α pathways, affecting inflammation and cell survival.

Tiêu chuẩn chất lượng

Tham số Thông số kỹ thuật
Hình thức Orange to red crystalline powder
Phương pháp phân tích (HPLC) ≥98,01 TP3T
Identification (NMR, MS) Conforms to structure
Mất mát khi sấy khô ≤1.0%
Kim loại nặng ≤10 ppm
Chất dung môi còn lại Meets ICH Q3C limits
Giới hạn vi sinh vật Total aerobic count ≤1000 CFU/g; no pathogens

Cung ứng và Tài liệu

  • Công suất: 10 kg per month (GMP-compliant production)
  • Thời gian thực hiện: 3-5 business days (stock items)
  • Tài liệu hướng dẫn: COA, MSDS, TDS, HPLC chromatogram, NMR spectrum, residual solvent report
  • Bao bì: Amber glass vials under argon; bulk orders in aluminum foil bags or fiber drums

Yêu cầu báo giá

GIỮ LIÊN LẠC

Yêu cầu báo giá

Địa chỉ của chúng tôi

Room,5-0203, Unit 5, Beiyuanmen Street,Xi'an,Shaanxi,China

✅ ×