CAS: 76939-46-3; 8-Bromo-Camp Sodium Salt

该化合物是一种细胞透视性类似循环电离子素单磷酸盐(cAMP)的类似物,通常用于生物化学和药理研究,其8位置的溴替代会增强对磷化磷化酶降解的抗药性,确保长期细胞内活动.该化合物有效地模仿了内生碳化碳溶液,成为研究依赖CAMP的信号路径,包括蛋白质血酶A(PKA)激活的宝贵工具.钠配方盐提高了水温缓冲的溶性,促进了实验应用.研究人员利用8-Bromo-cAM 钠来调查基因调节,新陈代谢和细胞分化等细胞过程.其稳定性和持续生物活性使其在体外活性研究中成为可靠的选择.

英文名称8-Bromo-Camp Sodium Salt
中文名称8-溴腺苷-3,5-环单磷酸钠
IUPAC名称sodium (4aR,6R,7R,7aS)-6-(6-amino-8-bromo-9H-purin-9-yl)-7-hydroxytetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-2-olate 2-oxide
其它别名8-Br-Camp Sodium Salt; 8-Br-Camp Sodium; C10H10Brn5Nao6P; 8-Br-Camp Sodium Salt; 8-Br-Camp Na; 8-Bromo-Camp(Sodium Salt); 8-Bromo-Campsodiumsalt; Adeno
CAS编号76939-46-3
MFCD编号:MFCD00005844
FDA UNII编号:1PVH7X89H4
分子式:C10H10BrN5NaO6P分子量:430.09
产品CID: 1761862
产品分类生物化工 → 核苷类药物 → 核苷中间体

相似结构搜索
InChIKey: DMRMZQATXPQOTP-UHFFFAOYNA-M
InChI=1S/C10H11BrN5O6P.Na/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-5(17)6-3(21-9)1-20-23(18,19)22-6;/h2-3,5-6,9,17H,1H2,(H,18,19)(H2,12,13,14);/q;+1/p-1/t3-,5-,6-,9-;/m1./s1
计算化学: 氢键受体数10.0氢键供体数2.0可旋转键数1.0

物理性质

熔点>264°C )dec._
PSA:167.48
LogP:0.9645
溶解性水: 100 mg/mL
敏感性指定条件下稳定，远离氧化物。
外观形态类白色粉末
储存条件-20°C
产品应用该化合物是细胞透水性AMP(CAMP)模拟物,是CAMP依赖蛋白质动脉(PKA)的强大活化剂,KA为0.05 微米;它提高了人类新生儿包皮纤维纤维细胞(HFF1)的重新规划效率;它减少了室内尘埃微粒提取物(HDE)诱发的肿瘤坏死因子(TNF)-Α对流酶(TACE/ADM-17活动以及随后在支气管膜细胞中释放TNV-Α.

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海关参考信息

2905122000-异丙醇
2905310000-1,2-乙二醇
2905320000-1,2-丙二醇
2905399001-1,3-丙二醇
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专利信息

专利号:EP-1506400-A2
优先权日:2001-10-30
标题:Pathway of rantes-mediated chemokine synthesis in astrocytes and methods of use therefor

专利号:WO-03037167-A9
优先权日:2001-10-30
标题 :Pathway of rantes-mediated chemokine synthesis in astrocytes and methods of use therefor

专利号:AU-2322799-A
优先权日:1998-02-27
标题:Therapeutic blockade of icer synthesis to prevent icer-mediated inhibition of immune cell activity

专利号:EP-0484416-A1
优先权日:1989-07-27
标题 :Regulation of nerve growth factor synthesis in the central nervous system

专利号:US-5514545-A
优先权日:1992-06-11
标题 :Method for characterizing single cells based on RNA amplification for diagnostics and therapeutics
发明人：EBERWINE JAMES
权利人:UNIV PENNSYLVANIA
摘要:A method is provided for characterizing cells at the molecular level by amplifying RNA from selected single cells by microinjecting primer, nucleotides and enzyme into acutely dissociated cells to produce amplified antisense RNA; reamplifying the amplified antisense RNA (aRNA) produced by using random hexanucleotides to prime cDNA synthesis from aRNA, and then detecting messages in the amplified RNA. The invention is useful for characterization of cell identity or physiological state.

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主要参考文献

1: Pujol-Giménez J, Pérez A, Reyes AM, Loo DD, Lostao MP. Functional characterization of the human facilitative glucose transporter 12 (GLUT12) by electrophysiological methods. Am J Physiol Cell Physiol. 2015 Jun 15;308(12):C1008-22. doi: 10.1152/ajpcell.00343.2014. Epub 2015 Apr 8. doi: 10.1186/s13041-015-0105-2.
3: Herfindal L, Krakstad C, Myhren L, Hagland H, Kopperud R, Teigen K, Schwede F, Kleppe R, Døskeland SO. Introduction of aromatic ring-containing substituents in cyclic nucleotides is associated with inhibition of toxin uptake by the hepatocyte transporters OATP 1B1 and 1B3. PLoS One. 2014 Apr 16;9(4):e94926. doi: 10.1371/journal.pone.0094926. eCollection 2014.
4: Long Y, Wang WP, Yuan H, Ma SP, Feng N, Wang L, Wang XL. Functional comparison of the reverse mode of Na+/Ca2+ exchangers NCX1.1 and NCX1.5 expressed in CHO cells. Acta Pharmacol Sin. 2013 May;34(5):691-8. doi: 10.1038/aps.2013.4. Epub 2013 Apr 8.

合成参考文献

参考文献:10.1021/jm00229a008
摘要:Cehovic G, Bayer M, Giao NB. Synthesis of new cyclic nucleotides and their differential stimulatory effects on thyroid function in mice. J Med Chem. 1976 Jul;19(7):899–903. doi: 10.1021/jm00229a008.