BODIPY-aminoacetaldehyde diethyl acetal

目录号: GC46939纯度: >98.00%同义词: BAAA-DA
BODIPY-aminoacetaldehyde diethyl acetal(BAAA-DA)是BODIPY-氨基乙醛(BAAA)的稳定前体,BAAA是醛脱氢酶(ALDH)的细胞渗透性荧光底物,Ex/Em为488/512nm。

BODIPY-aminoacetaldehyde diethyl acetal
Cas No.: 247069-93-8
规格价格库存数量操作
50 μg¥1,010.00现货
1
100 μg¥1,918.00现货
1
500 μg¥8,087.00现货
1
1 mg¥14,150.00现货
1

文献被引

本产品暂无引用记录;以下为 GlpBio 产品在 Nature / Cell / Science 等顶刊的客户引用样例
  • Nature cover
    Nature
    641, 529–536 (2025)
  • Nature cover
    Nature
    628, 630–638 (2024)
  • Nature cover
    Nature
    632, 686–694 (2024)
  • Nature cover
    Nature
    618, 1017–1023 (2023)
  • Nature cover
    Nature
    610, 366–372 (2022)
  • Cell cover
    Cell
    187(9):2288-2304 (2024)
  • Cell cover
    Cell
    183(7):1867-1883 (2020)
  • Science cover
    Science
    388(6745) (2025)
  • Science cover
    Science
    387(6739) (2025)
  • Science cover
    Science
    387(6734) (2025)
  • Cell Research cover
    Cell Research
    35, 97–116 (2025)
  • Cell Research cover
    Cell Research
    34, 683–706 (2024)
  • Cell Research cover
    Cell Research
    33, 273–287 (2023)
  • Cell Research cover
    Cell Research
    33, 546–561 (2023)
  • Cell Research cover
    Cell Research
    33, 904–922 (2023)
  • Cell Research cover
    Cell Research
    31, 1291–1307 (2021)

产品描述 Description

BODIPY-aminoacetaldehyde diethyl acetal (BAAA-DA) is a stable precursor of BODIPY-aminoacetaldehyde (BAAA), a cell-permeable fluorescent substrate for aldehyde dehydrogenase (ALDH) with an Ex/Em of 488/512nm[1-4].

BODIPY-aminoacetaldehyde diethyl acetal converts to BAAA in acidic conditions. BAAA is uncharged and can diffuse freely across the plasma membrane of intact living cells with cellular permeability. BAAA is converted into Bodipy-amino acetic acid (BAA) intracellular by ALDH, which is retained by cells due to the net negative charge of BAA and can be used to identify cells with high ALDH activity [1-2]. BODIPY-aminoacetaldehyde diethyl acetal has been used to isolate human hematopoietic progenitor cells, which have high ALDH activity, and via flow cytometry to sort cancer stem cells that contain high levels of ALDH[1,3]. BODIPY-aminoacetaldehyde diethyl acetal can be used to characterize live ALDHpos cells, and the BAA used in the cells can be excited at 488nm with a maximum emission wavelength of 512nm[4].

References:
[1] Storms R W, Trujillo A P, Springer J B, et al. Isolation of primitive human hematopoietic progenitors on the basis of aldehyde dehydrogenase activity[J]. Proceedings of the National Academy of Sciences, 1999, 96(16): 9118-9123.
[2] Moreb J S, Zucali J R, Ostmark B, et al. Heterogeneity of aldehyde dehydrogenase expression in lung cancer cell lines is revealed by Aldefluor flow cytometry‐based assay[J]. Cytometry Part B: Clinical Cytometry: The Journal of the International Society for Analytical Cytology, 2007, 72(4): 281-289.
[3] Leng Z, Yang Z, Li L, et al. A reliable method for the sorting and identification of ALDHhigh cancer stem cells by flow cytometry[J]. Experimental and Therapeutic Medicine, 2017, 14(4): 2801-2808.
[4] Pomper M G, Wang H, Minn I, et al. Red fluorescent aldehyde dehydrogenase (ALDH) substrate: U.S. Patent 10,156,521[P]. 2018-12-18.

BODIPY-aminoacetaldehyde diethyl acetal(BAAA-DA)是BODIPY-氨基乙醛(BAAA)的稳定前体,BAAA是醛脱氢酶(ALDH)的细胞渗透性荧光底物,Ex/Em为488/512nm[1-4]

BODIPY-aminoacetaldehyde diethyl acetal在酸性条件下转化为BAAA。BAAA不带电荷,可以在完整活细胞的质膜上自由扩散,具有细胞渗透性。BAAA通过ALDH在细胞内转化为BODIPY-氨基乙酸(BAA),由于BAA净负电荷,BAA被细胞保留并可用于识别具有高ALDH活性的细胞[1-2]。BODIPY-aminoacetaldehyde diethyl acetal已用于分离具有高ALDH活性的人造血祖细胞并通过流式细胞术分选含有高水平ALDH的癌症干细胞[1,3]。BODIPY-aminoacetaldehyde diethyl acetal可用于鉴定活ALDHpos细胞,可以在488nm处激发,最大发射波长为512nm[4]

实验参考方法 Experimental Reference Method

本实验方案来自文献,请根据具体需要进行修改。

1、制备BODIPY-aminoacetaldehyde diethyl acetal染色液

(1)配制BODIPY-aminoacetaldehyde diethyl acetal染料储存液:使用DMSO溶解固体粉末,配置成BODIPY-aminoacetaldehyde diethyl acetal染料储存液。

注意:BODIPY-aminoacetaldehyde diethyl acetal储存液建议分装后于-4℃或-20℃避光保存,避免反复冻融。

(2)工作液制备:加入等体积的2N HCl将BODIPY-aminoacetaldehyde diethyl acetal转化为BAAA,2小时后,加入合适的缓冲液(如PBS),配制浓度为1-20μM的BODIPY-aminoacetaldehyde diethyl acetal工作液。

注意:请根据实际情况调整BODIPY-aminoacetaldehyde diethyl acetal工作液浓度,现用现配。

2、细胞染色

悬浮细胞:悬浮细胞经1000g离心3-5分钟。弃去上清液,使用PBS清洗两次,每次5分钟。

贴壁细胞:加入胰蛋白酶消化细胞,1000g离心3-5分钟。弃去上清液,使用PBS清洗两次,每次5分钟。

(1)在收取的细胞中加入1mL的BODIPY-aminoacetaldehyde diethyl acetal工作液,37℃避光孵育30-60分钟。

(2)孵育结束后,经1000g离心5分钟,去除上清液,加入PBS清洗2-3次,每次5分钟。

(3)使用PBS重悬细胞,通过流式细胞仪进行分析(Ex/Em为488/512nm)。

注意事项:

①本品为未活化的荧光染料,需先使用酸(2N HCl)进行活化;

②荧光染料均存在淬灭问题,请尽量注意避光;

③为了您的安全和健康,请穿实验服并戴一次性手套操作。

参考文献:

[1] Moreb J S, Ucar D, Han S, et al. The enzymatic activity of human aldehyde dehydrogenases 1A2 and 2 (ALDH1A2 and ALDH2) is detected by Aldefluor, inhibited by diethylaminobenzaldehyde and has significant effects on cell proliferation and drug resistance[J]. Chemico-biological interactions, 2012, 195(1): 52-60.

[2] Storms R W, Trujillo A P, Springer J B, et al. Isolation of primitive human hematopoietic progenitors on the basis of aldehyde dehydrogenase activity[J]. Proceedings of the National Academy of Sciences, 1999, 96(16): 9118-9123.

产品文档 Product Documents

Purity:>98.00%Appearance:A solution in methyl acetate

化学性质Chemical Properties

CAS 号
247069-93-8
同义词
BAAA-DA
SMILES
[F-][B+3]1([N-]2C(C=C(C(C)=C3)[N]1=C3C)=CC=C2CCC(NCC(OCC)OCC)=O)[F-]
分子式
C20H28BF2N3O3
分子量
407.3 g/mol
保存条件
Store at -20°C,protect from light
General tips
请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液;一旦配成溶液,请分装保存,避免反复冻融造成的产品失效。
储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
为了提高溶解度,请将管子加热至 37°C,然后在超声波浴中震荡一段时间。
Shipping Condition
评估样品解决方案:配备蓝冰进行发货。所有其他可用尺寸:配备 RT,或根据请求配备蓝冰。

计算工具摩尔浓度 / 稀释 / 分子量 / 单位换算 / 体内配方 / 溶解度

g/mol