5-Bromo-2′-deoxyuridine

SKU: B0301

Category: Non Fluorescent Detection & Chromogene Detection

Synonyms: 5-BrdU , 5-Bromo-1-(2-deoxy-&beta , -D-ribofuranosyl)uracil , 5-Bromouracil deoxyriboside , BUdR , Bromodeoxyuridine , Broxuridine , NSC 38297; 59-14-3
CAS-Number: C₉H₁₁BrN₂O₅
Molecular Formula: 307.10
Molecular Weight

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥99% (HPLC)
Identity: 1H-NMR
Appearance: White powder

Properties

Melting Point: 191-194 °C (lit.)
Solvents: DMSO (30 mg/ml), DMF (30 mg/ml) or ethanol (25 mg/ml) or water (10 mg/ml).

Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at -20°C.
Long Term Storage: -20°C
Short Term Storage: +4°C
Shipping: AMBIENT

Transportation: Not dangerous goods
Signal word: Danger
GHS Symbol: GHS08
Precautionary statements: P201-P281-P308 + P313
Hazard statements: H340-H361

Description: The synthetic nucleoside 5-Bromo-2'-deoxyuridine (BrdU) is a thymidine analog used to label DNA and commonly used in the detection of proliferating cells in living tissues. It can be incorporated into newly synthesized DNA in place of thymidine during the S phase of the cell cycle. Cells that were actively proliferating can then be detected by denaturing the DNA and allowing specific antibodies with fluorescent tags to target the BrdU incorporation for detection via flow cytometry or fluorescence microscopy. Binding of the antibody requires denaturation of the DNA, usually by exposing the cells to acid or heat. BrdU is also used as a mutagen in genetic research. BrdU stimulates cellular differentiation and maturation in leukemia cell lines, while it inhibits differentiation of friend erythroleukemia cells. BrdU replaces Oct-4 in transcription factor-mediated reprogramming of somatic cells and can be used in small molecule cocktail to generate ciPSCs.
InChi: InChI=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
References: (1) N. Kee, et al., J. Neurosci. Methods 115, 97 (2002) , (2) R.C. Leif, et al., Cytometry A 58, 45 (2004) (Review) , (3) P. Taupin, Brain Res. Rev. 53, 198 (2007) (Review) , (4) D.W. Stacey & M. Hitomi, Cytometry A 73, 270 (2008) , (5) B.L. Cavanagh, et al., Molecules 16, 7980 (2011) , (6) B. Lehner, et al., Cell Tissue Res. 345, 313 (2011) , (7) T. Konishi, et al., J. Radiat. Res. 52, 433 (2011) , (8) J.M. Barker, et al., PLoS One 8, e63692 (2013) , (9) Y. Long, et al., Cell Res. 25, 1171 (2015)
InChi Key: WOVKYSAHUYNSMH-RRKCRQDMSA-N
Smiles: O[C@H]1C[C@H](N2C=C(Br)C(NC2=O)=O)O[C@@H]1CO

The synthetic nucleoside 5-Bromo-2′-deoxyuridine (BrdU) is a thymidine analog used to label DNA and commonly used in the detection of proliferating cells in living tissues. It can be incorporated into newly synthesized DNA in place of thymidine during the S phase of the cell cycle. Cells that were actively proliferating can then be detected by denaturing the DNA and allowing specific antibodies with fluorescent tags to target the BrdU incorporation for detection via flow cytometry or fluorescence microscopy. Binding of the antibody requires denaturation of the DNA, usually by exposing the cells to acid or heat. BrdU is also used as a mutagen in genetic research. BrdU stimulates cellular differentiation and maturation in leukemia cell lines, while it inhibits differentiation of friend erythroleukemia cells. BrdU replaces Oct-4 in transcription factor-mediated reprogramming of somatic cells and can be used in small molecule cocktail to generate ciPSCs.

SKU: B0301 Category: Non Fluorescent Detection & Chromogene Detection

Additional information

Additional information

Synonyms	5-BrdU, 5-Bromo-1-(2-deoxy-&beta, -D-ribofuranosyl)uracil, 5-Bromouracil deoxyriboside, BUdR, Bromodeoxyuridine, Broxuridine, NSC 38297
Purity	≥99% (HPLC)
Appearance	White powder
CAS-Number	59-14-3
Molecular Formula	C9H11BrN2O5
Molecular Weight	307.10
Identity	1H-NMR
Solvents	DMSO (30 mg/ml), DMF (30 mg/ml) or ethanol (25 mg/ml) or water (10 mg/ml).
Melting Point	191-194 °C (lit.)
Smiles	O[C@H]1C[C@H](N2C=C(Br)C(NC2=O)=O)O[C@@H]1CO
InChi Key	WOVKYSAHUYNSMH-RRKCRQDMSA-N
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at -20°C.
Hazard statements	H340-H361
Precautionary statements	P201-P281-P308 + P313
GHS Symbol	GHS08
Signal word	Danger
Transportation	Not dangerous goods
References	(1) N. Kee, et al., J. Neurosci. Methods 115, 97 (2002), (2) R.C. Leif, et al., Cytometry A 58, 45 (2004) (Review), (3) P. Taupin, Brain Res. Rev. 53, 198 (2007) (Review), (4) D.W. Stacey & M. Hitomi, Cytometry A 73, 270 (2008), (5) B.L. Cavanagh, et al., Molecules 16, 7980 (2011), (6) B. Lehner, et al., Cell Tissue Res. 345, 313 (2011), (7) T. Konishi, et al., J. Radiat. Res. 52, 433 (2011), (8) J.M. Barker, et al., PLoS One 8, e63692 (2013), (9) Y. Long, et al., Cell Res. 25, 1171 (2015)
InChi	InChI=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
Quantity	1 g, 5 g, Bulk