5-Bromo-2'-deoxyuridine 5-溴-2-脱氧尿苷

CAS 59-14-3 MFCD00006529

化学结构图

59-14-3
SMILES: O=c1[nH]c(=O)n([C@H]2C[C@H](O)[C@@H](CO)O2)cc1Br

化学属性

Mol. FormulaC9H11BrN2O5
Mol. Weight307
Density1.905
Melting Point191-194
TSCAYes
SolubilitySoluble in water (10 mg/mL), NH4OH (0.1 M) at 20 °C, DMF, DMSO, and sodium hydroxide.
Appearance 白色结晶性粉末，无臭、无味。难溶于水和甲醇，几乎不溶于氯仿和苯，易溶于氢氧化钠溶液。mp193-197℃ (分解)。比旋度+23°(C=1，水中)。
Refractive index22 ° (C=1, H2O)
Stability对空气敏感

别名和识别编码

Chemical Name5-Bromo-2'-deoxyuridine
CAS Number59-14-3
Synonym (+)-5-Bromo-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione 1-(2-脱氧-Β-D-呋喃核糖基)-5-溴尿嘧啶 2'-Deoxy-5-bromouridine 2'-De 5-B 5-BRDU 5-BrdU 5-溴-1-(2-脱氧-β-D-呋喃核糖)尿嘧啶 5-溴脱氧尿苷 BUdR 5-BrdU, 5-Bromo-1-(2-deoxy-β-D-ribofuranosyl)uracil, 5-Bromouracil deoxyriboside, BUdR 5-Brom-2'-deoxyuridin 5-Bromouracil-2-deoxyriboside 5-Budr 5-bromo-2'-deoxy-uridine 5-bromouracildeoxyriboside 5-溴-2'-脱氧尿苷 5-溴-2'-脱氧尿苷;5'-溴尿嘧啶核苷;溴脲苷;5-溴-1-(2-脱氧-β 5-溴脱氧尿苷 BDU BRDU LABELING REAGENT Bromodeoxyuridine Broxuridine Uridine, 5-bromo-2'-deoxy- broxuridine (INN) {} {} {Ch {} {} {Chemi {} {} {uni_hamburg} 溴脲嘧啶苷 溴脲苷 脱氧溴
EC Number200-415-9
Beilstein Registry Number30395
MDL NumberMFCD00006529
PubChem Substance ID6035
Merck Number14,1452
Chemical Name Translation5-溴-2-脱氧尿苷
Reaxys-RN4236087
Wiswesser Line NotationT6NVMVJ EE A- ET5OTJ B1Q CQ
LabNetwork Molecule IDLN00189260
InChIInChI=1S/C9H11BrN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1
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分类

  • {uni_hamburg} no charge; oxygen heterocycle; nitrogen heterocycle; alicycle; 5ring; 6ring; urea; amid
  • Bases & Related Reagents
  • {SNA} Nucleoside Analogs, 核苷，核苷酸和寡核苷酸, 生化试剂
  • {SNA} Apoptosis and Cell Cycle, BRDU 细胞增殖检测试剂, Core Bioreagents, DNA Synthesis Inhibitors, DNA metabolism, Nucleosides and Nucleotides, Nucleotide Analogs, Reagents, Research Essentials, 核苷，核苷酸和寡核苷酸, 生化试剂, 癌症研究, 细胞信号转导和神经科学, 细胞分析, 细胞生物学
  • {SNA} BRDU 细胞增殖检测试剂, Core Bioreagents, Nucleosides and Nucleotides, Nucleotide Analogs, Research Essentials, 核苷

产品应用

  • 胸腺嘧啶类似物，在遗传学研究中用作诱变剂（mutagen），在细胞分裂的S-期选择性地插进DNA。

相关文献及参考

  • Merck:14,1452
  • Thymidine analog, preferentially incorporated into cellular DNA in place of thymidine, producing increased radiosensitivity of the cell: Int. J. Radiat. Oncol. Biol. Phys., 10, 1399 (1984); 21, 709 (1991). Mutagen used in genetic research: Mutat. Res., 258, 161 (1991). Reviews on use in diagnostics and research: Histochem. J., 27, 339, 923 (1995; 28, 531 (1996).
  • Short: EINECS
  • Fivan, A. L.: Flow Cytometry, First Principles, New York, (1992),
  • Short: III/5a
  • Merck:14,1452 Beilstein:24(3/4)1234
  • Boccadoro, M., et al.: Tumor, 72, 135 (1986),

安全信息

Signal word Danger
GHS Symbol
WGK Germany2
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护；
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时，立即求医（可能时出示标签）；
  • S53 Avoid exposure - obtain special instructions before use 避免接触，使用前获得特别指示说明；
Risk Statements
  • R46 May cause inheritable genetic damage 可能引起遗传基因损害
  • R61 May cause harm to the unborn child 可能对未出生的婴儿导致伤害
  • R68 Possible risk of irreversible effects 可能有不可挽回的作用的危险
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P281 Use personal protective equipment as required. 使用所需的个人防护装备。
  • P308+P313
RTECSYU7350000
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Hazard statements
  • H361 Suspected of damaging fertility or the unborn child 怀疑对生育能力或未出生婴儿造成伤害
  • H340 May cause genetic defects 可能导致遗传性缺陷
Hazard Codes T Xn
Storage condition -20℃保存 2-8°C 
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 16 mg/kg
TOXIC EFFECTS :
   Tumorigenic - Carcinogenic by RTECS criteria
   Endocrine - thyroid tumors
   Reproductive - Tumorigenic effects - testicular tumors
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 295,113,1993

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 3500 mg/kg
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
   Cardiac - pulse rate
   Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
   TAKHAA Takeda Kenkyusho Ho.  Journal of the Takeda Research Laboratories.
   (Takeda Yakuhin Kogyo K.K., 2-17-85 Jusohon-machi, Yodogawa-ku, Osaka 532,
   Japan)  V.29-    1970-  Volume(issue)/page/year: 30,530,1971

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 3900 mg/kg
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
   Cardiac - pulse rate
   Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
   TAKHAA Takeda Kenkyusho Ho.  Journal o

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Unreported
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 2300 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NIIRDN Drugs in Japan (Ethical Drugs).  (Yakugyo Jiho Co., Ltd., Tokyo,
   Japan)  Volume(issue)/page/year: 6,721,1982

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 2500 mg/kg
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
   Cardiac - pulse rate
   Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
   TAKHAA Takeda Kenkyusho Ho.  Journal of the Takeda Research Laboratories.
   (Takeda Yakuhin Kogyo K.K., 2-17-85 Jusohon-machi, Yodogawa-ku, Osaka 532,
   Japan)  V.29-    1970-  Volume(issue)/page/year: 30,530,1971

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Escherichia coli
DOSE/DURATION           : 10 mg/L
REFERENCE :
   GENTAE Genetics.  (Genetics Business Office, POB 64025, Baltimore, MD 21264)
    V.1-    1916-  Volume(issue)/page/year: 51,545,1965

TYPE OF TEST            : Sister chromatid exchange
TEST SYSTEM             : Human Testis
DOSE/DURATION           : 15 mg/L
REFERENCE :
   CYTBAI Cytobios. (Faculty Press, 88 Regent St., Cambridge, UK)  V.1- 1969- 
   Volume(issue)/page/year: 38,159,1983

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Microorganism - not otherwise specified
DOSE/DURATION           : 7500 ng/L
REFERENCE :
   JNCSAI Journal of Cell Science.  (Biochemical Soc. Book Depot, POB 32,
   Commerce Way, Colchester, Essex CO2 8HP, UK)  V.

TYPE OF TEST            : Sister chromatid exchange
TEST SYSTEM             : Human Ovary
DOSE/DURATION           : 20 mg/L
REFERENCE :
   CYTBAI Cytobios. (Faculty Press, 88 Regent St., Cambridge, UK)  V.1- 1969- 
   Volume(issue)/page/year: 38,159,1983

TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Mammal - cattle Lymphocyte
DOSE/DURATION           : 20 mg/L
REFERENCE :
   CARYAB Caryologia.  (Via G. LaPira 4, 50121 Florence, Italy)  V.1-    1948-
   Volume(issue)/page/year: 36,285,1983

TYPE OF TEST            : DNA repair
TEST SYSTEM             : Bacteria - Escherichia coli
DOSE/DURATION           : 30 mg/L
REFERENCE :
   MGGEAE Molecular and General Genetics.  (Springer-Verlag, Heidelberger Pl.
   3, D-1000 Berlin 33, Fed. Rep. Ger.)  V.99-    1967-
   Volume(issue)/page/year: 171,135,1979

TYPE OF TEST            : Sister chromatid exchange
ROUTE OF EXPOSURE       : Subcutaneous
TEST SYSTEM             : Mammal - species unspecified
DOSE/DURATION           : 1 gm/k

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 600 mg/kg
SEX/DURATION            : female 8-13 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Newborn - delayed effects
REFERENCE :
   REPTED Reproductive Toxicology.  (Pergamon Press Inc., Maxwell House,
   Fairview Park, Elmsford, NY 10523)  V.1-    1987-  Volume(issue)/page/year:
   11,663,1997

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 200 mg/kg
SEX/DURATION            : female 8 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - Central Nervous System
   Reproductive - Specific Developmental Abnormalities - eye/ear
REFERENCE :
   TAKHAA Takeda Kenkyusho Ho.  Journal of the Takeda Research Laboratories.
   (Takeda Yakuhin Kogyo K.K., 2-17-85 Jusoh

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Unreported
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 500 mg/kg
SEX/DURATION            : female 11 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
   Reproductive - Specific Developmental Abnormalities - craniofacial
   (including nose and tongue)
REFERENCE :
   TJADAB Teratology, The International Journal of Abnormal Development. (Alan
   R. Liss, Inc., 41 E. 11th St., New York, NY 10003)  V.1-    1968-
   Volume(issue)/page/year: 34,412,1986

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intravenous

其他信息

  • 5-Bromo-2'-deoxyuridine is a thymidine analog. Useful for the study of DNA synthesis where it is incorporated into DNA in place of thymidine. 5-Bromo-2'-deoxyuridine can be used to label DNA. The resulting DNA can be used in conjunction with BrdU Monoclonal Antibody for the immunohistochemical analysis of cell proliferation.
  • 灭火剂:水,干粉,二氧化碳,泡沫,沙土
  • 类别:有毒物质
  • Alfa Aesar:5-溴-2'-脱氧尿苷,99% 5-Bromo-2'-deoxyuridine, 99%(59-14-3)
  • F:10-23
  • Sigma Aldrich:59-14-3(sigmaaldrich)
  • 急性毒性:口服-大鼠 LD50: 8400 毫克/公斤; 口服-小鼠 LD50: 9100 毫克/公斤
  • 毒性分级:低毒
  • 可燃性危险特性:热分解排出有毒氮氧化物和溴化物烟雾
  • TCI Shanghai:5-溴-2'-脱氧尿苷 5-Bromo-2'-deoxyuridine,>;98.0%(LC)(T)(59-14-3)
  • 用途一:用于脑瘤和头颈部肿瘤的放射增敏剂，从而提高放疗效果。与抗代谢剂合用亦能提高疗效。
  • Acros Organics:5-溴-2'-脱氧尿苷 5-Bromo-2'-deoxyuridine, 99+%(59-14-3)
  • 比旋光度:31 ° (c=1, 0.1N NaOH)
  • 图谱信息:溴脲苷(59-14-3)质谱(MS) 溴脲苷(59-14-3)红外图谱(IR2) 溴脲苷(59-14-3)红外图谱(IR1) 溴脲苷(59-14-3)核磁图( 13 CNMR) 溴脲苷(59-14-3)核磁图( 1 HNMR)
  • MOL 文件:59-14-3.mol
  • 储运特性:库房通风低温干燥
  • MSDS 信息:5-Bromo-2'-deoxyuridine(59-14-3).msds
  • 用途二:胸腺嘧啶类似物，在遗传学研究中用作诱变剂（mutagen），在细胞分裂的S-期选择性地插进DNA。
  • 溴脲苷价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 k1688001 5-溴－2’－脱氧尿苷（+4℃） 250mg 386元 2011/08/23 SB500201 5-溴-2’-脱氧尿苷（-20℃） 100mg 502元 2011/04/16 B1575 5-溴-2'-脱氧尿苷 5-Bromo-2'-deoxyuridine 1G 920元

系列性分类

  1. Research Essentials 基础科研
  2. Core Bioreagents - Research Essentials
  3. Nucleosides and Nucleotides - Core Bioreagents
  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Nucleosides, Nucleotides, Oligonucleotides - Biochemicals and Reagents
  4. Nucleoside Analogs - Nucleosides, Nucleotides, Oligonucleotides
  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Nucleosides, Nucleotides, Oligonucleotides - Biochemicals and Reagents
  4. Nucleoside Analogs - Nucleosides, Nucleotides, Oligonucleotides
  1. Chemical Synthesis 化学合成
  2. Chemical Biology 生物化学
  3. Nucleoside Chemistry - Chemical Biology
  4. Nucleosides 核苷
  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Cell Signaling and Neuroscience - Cell Biology
  4. Apoptosis and Cell Cycle - Cell Signaling and Neuroscience
  5. DNA metabolism - Apoptosis and Cell Cycle
  6. DNA Synthesis Inhibitors - DNA metabolism
  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Nucleosides, Nucleotides, Oligonucleotides - Biochemicals and Reagents
  4. Deoxynucleosides&Deoxynucleotides and their Analogs
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Cancer Research
  4. Cellular Analysis
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Nucleic Acid Electrophoresis
  4. Nucleic Acid Gel Stains
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Nucleosides, Nucleotides, Oligonucleotides
  4. NAD and Analogs
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Nucleosides, Nucleotides, Oligonucleotides
  4. Nucleosides
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Cell Signaling and Neuroscience
  4. Apoptosis and Cell Cycle
  5. DNA metabolism
  6. DNA Repair Regulators
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Cell Signaling and Neuroscience
  4. Peptides and Proteins
  5. Apoptosis and Cell Cycle Proteins
  6. Cell Cycle
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Proteins and Derivatives
  4. Proteins for Cell Biology
  5. Apoptosis and Cell Cycle Proteins
  6. Cell Cycle

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