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R3904

Sigma-Aldrich

逆转素

≥98% (HPLC), solid

同義詞:

2-（4-吗啉代苯胺）-6-环己氨基嘌呤

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About This Item

經驗公式（希爾表示法）:
C21H27N7O
CAS號碼:
656820-32-5
分子量：:
393.49
MDL號碼:
MFCD07784513
分類程式碼代碼:
12352200
PubChem物質ID:
24724590
NACRES:
NA.77
暫時無法取得訂價和供貨情況

化驗

≥98% (HPLC)

形狀

solid

溶解度

DMSO: soluble 7 mg/mL
H2O: insoluble

儲存溫度

2-8°C

SMILES 字串

C1CCC(CC1)Nc2nc(Nc3ccc(cc3)N4CCOCC4)nc5nc[nH]c25

InChI

1S/C21H27N7O/c1-2-4-15(5-3-1)24-20-18-19(23-14-22-18)26-21(27-20)25-16-6-8-17(9-7-16)28-10-12-29-13-11-28/h6-9,14-15H,1-5,10-13H2,(H3,22,23,24,25,26,27)

InChI 密鑰

ZFLJHSQHILSNCM-UHFFFAOYSA-N

基因資訊

human ... ADORA1(134) , ADORA2A(135) , ADORA2B(136) , ADORA3(140)
rat ... Adora3(25370)

應用

逆转素已被用作单极纺锤体 1 (Mps1) 激酶抑制剂或有丝分裂纺锤体装配检查点 (SAC) 抑制剂：
  • 研究康普瑞汀 A4 (CA4) 介导的细胞毒性是否需要有丝分裂阻滞 [1]
  • 研究 SAC 活化对 eb 病毒 (EBV) 复制的贡献 [2]
  • 诱导染色体错分[3]

生化／生理作用

逆转素是一种 A 3 腺苷受体拮抗剂、Aurora 激酶抑制剂和 Mps1 激酶抑制剂。
逆转素最早被描述为一种合成的取代嘌呤，具有去分化剂的活性；它被证明可以诱导分化的谱系定向细胞成为多潜能间充质干细胞 (MSCs)。还显示出具有强效、选择性人 a 3 腺苷受体拮抗剂的活性（K i 值为 0.66μl）。ATP-竞争性 Aurora 激酶抑制剂，Mps1 激酶抑制剂。此外，研究表明，逆转素是一种抗癌药物，可抑制多种癌细胞的生长并诱导其死亡。

儲存和穩定性

根据其他来源，在DMSO中储存的逆转溶液只能在短期内稳定冷藏。对于长期储存，等分试样应在-20°C下稳定保存最长2年。不建议溶液在常温下存放。

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves

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分析證明 (COA)

Lot/Batch Number
0000415928
0000415928
0000415926
0000415926
0000407068

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Chromosome mis-segregation generates cell-cycle-arrested cells with complex karyotypes that are eliminated by the immune system
Santaguida S, et al.
Developmental Cell, 41(6), 638-651 (2017)
Xianlong Chen et al.
Journal of bone oncology, 46, 100601-100601 (2024-05-06)
Reversine, or 2-(4-morpholinoanilino)-6-cyclohexylaminopurine, is a 2,6-disubstituted purine derivative. This small molecule shows anti-tumor potential by playing a central role in the inhibition of several kinases related to cell cycle regulation and cytokinesis. In this study, systematic review demonstrated the feasibility
Krishna K Sarangapani et al.
The Journal of cell biology, 220(12) (2021-10-15)
Dividing cells detect and correct erroneous kinetochore-microtubule attachments during mitosis, thereby avoiding chromosome missegregation. The Aurora B kinase phosphorylates microtubule-binding elements specifically at incorrectly attached kinetochores, promoting their release and providing another chance for proper attachments to form. However, growing
G N Subramanian et al.
Molecular human reproduction, 27(2) (2020-12-19)
Premature loss of ovarian activity before 40 years of age is known as primary ovarian insufficiency (POI) and occurs in ∼1% of women. A more subtle decline in ovarian activity, known as premature ovarian ageing (POA), occurs in ∼10% of women.
Manuela Richter et al.
eLife, 12 (2023-07-03)
At each cell division, nanometer-scale components self-organize to build a micron-scale spindle. In mammalian spindles, microtubule bundles called kinetochore-fibers attach to chromosomes and focus into spindle poles. Despite evidence suggesting that poles can set spindle length, their role remains poorly
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Questions

  1. What is the stability of Reversine in DMSO at -20C, 4C and 20C?

    1 answer

    1. According to other sources, stock solutions of Reversine in DMSO are stable refrigerated for short term only. For long term storage aliquotes should be stable at -20°C for up to 2 years. Solution storage at ambient temperature is not recommended.

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