Rhodamine aldehyde [5-TAMRA aldehyde]

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Physical properties

Molecular weight	536.03
Solvent	DMSO

Spectral properties

Correction Factor (260 nm)	0.32
Correction Factor (280 nm)	0.178
Extinction coefficient (cm ^-1 M ^-1)	90000
Excitation (nm)	552
Emission (nm)	578

Storage, safety and handling

H-phrase	H303, H313, H333
Hazard symbol	XN
Intended use	Research Use Only (RUO)
R-phrase	R20, R21, R22
Storage	Freeze (< -15 °C); Minimize light exposure
UNSPSC	12171501

Overview SDS Protocol

Molecular weight

536.03

Correction Factor (260 nm)

0.32

Correction Factor (280 nm)

0.178

Extinction coefficient (cm ^-1 M ^-1)

90000

Excitation (nm)

552

Emission (nm)

578

Rhodamine aldehyde is a reactive fluorescent dye that can react with an amine, hydrazine or hydroxylamine. Aldehyde group is reactive toward amines, hydrazide or hydroxylamine groups from pH 5-9. Unlike amine reactive succinimidyl ester group (NHS), aldehyde can react with N-terminal amine groups at acidic pH, a condition sometimes required for certain bioconjugation reactions. Aldehyde reacts with amine group to form an intermediate Schiff bond. Further reduction with hydride will form a stable C-N bond. Reaction between aldehyde and other groups allows site-specific conjugation and labeling of fluorescein dyes to desired position on targeted molecules. Conjugated rhodamine dye can be easily detected by a common fluorescence instrument under TRITC or Cy3 channel.

Calculators

Common stock solution preparation

Table 1. Volume of DMSO needed to reconstitute specific mass of Rhodamine aldehyde [5-TAMRA aldehyde] to given concentration. Note that volume is only for preparing stock solution. Refer to sample experimental protocol for appropriate experimental/physiological buffers.

	0.1 mg	0.5 mg	1 mg	5 mg	10 mg
1 mM	186.557 µL	932.784 µL	1.866 mL	9.328 mL	18.656 mL
5 mM	37.311 µL	186.557 µL	373.113 µL	1.866 mL	3.731 mL
10 mM	18.656 µL	93.278 µL	186.557 µL	932.784 µL	1.866 mL

Molarity calculator

Enter any two values (mass, volume, concentration) to calculate the third.

Mass (Calculate)		Molecular weight		Volume (Calculate)		Concentration (Calculate)		Moles
	/		=		x		=

Spectrum

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Spectral properties

Correction Factor (260 nm)	0.32
Correction Factor (280 nm)	0.178
Extinction coefficient (cm ^-1 M ^-1)	90000
Excitation (nm)	552
Emission (nm)	578

Product Family

Name	Excitation (nm)	Emission (nm)	Extinction coefficient (cm ^-1 M ^-1)	Quantum yield
Rhodamine 800 CAS 137993-41-0	682	704	-	-
Rhodamine B CAS 81-88-9	546	567	106000¹	0.7¹, 0.43²
Rhodamine 6G CAS 989-38-8	525	548	116000¹	0.95¹
Rhodamine 110 CAS 13558-31-1	500	522	80000	-
Rhodamine 123 CAS 62669-70-9	508	528	85200	-
Fluorescein aldehyde [5-FAM aldehyde]	493	517	83000	-
Cy3 aldehyde	555	569	150000¹	0.15¹
Cy5 aldehyde	651	670	250000¹	0.27¹, 0.4²
XFD488 aldehyde Same Structure to Alexa Fluor™ 488 aldehyde	499	520	71000	0.92¹

Images

Figure 1. Chemical structure for Rhodamine aldehyde [5-TAMRA aldehyde].

Citations

View all 1 citations: Citation Explorer

Transient Competitors to Modulate Dynamic Covalent Cross-Linking of Recombinant Hydrogels
Authors: Gilchrist, Aidan E and Liu, Yueming and Klett, Katarina and Liu, Yu-Chung and Ceva, Sof{\'\i}a and Heilshorn, Sarah C
Journal: Chemistry of Materials (2023)

References

View all 50 references: Citation Explorer

Aldehyde dehydrogenase-2 activation decreases acetaminophen hepatotoxicity by prevention of mitochondrial depolarization.
Authors: Wimborne, Hereward J and Hu, Jiangting and Takemoto, Kenji and Nguyen, Nga T and Jaeschke, Hartmut and Lemasters, John J and Zhong, Zhi
Journal: Toxicology and applied pharmacology (2020): 114982

Super-Resolution Fluorescence Imaging of Arabidopsis thaliana Transfer Cell Wall Ingrowths using Pseudo-Schiff Labelling Adapted for the Use of Different Dyes.
Authors: Rae, Angus E and Wei, Xiaoyang and Flores-Rodriguez, Neftali and McCurdy, David W and Collings, David A
Journal: Plant & cell physiology (2020): 1775-1787

A novel rhodamine-based colorimetric and fluorometric probe for simultaneous detection of multi-metal ions.
Authors: Zhang, Yuqi and Wang, Wang and Li, Ran and Zhang, Ensheng and Li, Zhonghua and Tang, Long and Han, Bo and Hou, Xiufang and Wang, Ji-Jiang
Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy (2020): 118050

A rhodamine-based turn-on nitric oxide sensor in aqueous medium with endogenous cell imaging: an unusual formation of nitrosohydroxylamine.
Authors: Alam, Rabiul and Islam, Abu Saleh Musha and Sasmal, Mihir and Katarkar, Atul and Ali, Mahammad
Journal: Organic & biomolecular chemistry (2018): 3910-3920

Fluorescent probes for detecting cysteine.
Authors: Yan, Fanyong and Sun, Xiaodong and Zu, Fanlin and Bai, Zhangjun and Jiang, Yingxia and Fan, Keqing and Wang, Jie
Journal: Methods and applications in fluorescence (2018): 042001

Inhibitory Effects of Benzaldehyde, Vanillin, Muscone and Borneol on P-Glycoprotein in Caco-2 Cells and Everted Gut Sac.
Authors: Wang, Shixiang and Tan, Nan and Ma, Cuicui and Wang, Jie and Jia, Pu and Liu, Jianghong and Yang, Yang and Xie, Zhanxiong and Zhao, Kun and Zheng, Xiaohui
Journal: Pharmacology (2018): 269-277

Reinvestigation of an O-Salicylaldehyde Ester Functional Group in Aqueous Buffer and Discovery of a Coumarin Scaffold Probe for Selective N-Terminal Cysteine Labeling.
Authors: Murale, Dhiraj P and Hong, Seong Cheol and Jang, Se-Young and Lee, Jun-Seok
Journal: Chembiochem : a European journal of chemical biology (2018): 2545-2549

The Protective Effect of Jatrorrhizine Against Oxidative Stress in Primary Rat Cortical Neurons.
Authors: Luo, Tao and Shen, Xiu-Yin and Li, Sheng and Ouyang, Ting and Mai, Quan-An and Wang, Hua-Qiao
Journal: CNS & neurological disorders drug targets (2017): 617-623

Hyaluronate-Peanut Agglutinin Conjugates for Target-Specific Bioimaging of Colon Cancer.
Authors: Beack, Songeun and Cho, Minsoo and Kim, Young-Eun and Ahn, G-One and Hahn, Sei Kwang
Journal: Bioconjugate chemistry (2017): 1434-1442

Tunable uptake/release mechanism of protein microgel particles in biomimicking environment.
Authors: Pepe, A and Podesva, P and Simone, G
Journal: Scientific reports (2017): 6014