5-Carboxy-X-rhodamine N-succinimidyl ester

Base Information

• Chemical Name: 5-Carboxy-X-rhodamine N-succinimidyl ester
• CAS No.: 209734-74-7
• Molecular Formula: C37H33 N3 O7
• Molecular Weight: 563.99
• European Community (EC) Number: 634-984-3
• DSSTox Substance ID: DTXSID00376333
• Mol file: 209734-74-7.mol

Synonyms:209734-74-7;5-Carboxy-X-rhodamine N-succinimidyl ester;ROX NHS ester, 5-isomer;5-ROX, SE;5-ROX,SE;5-Carboxy-X-rhodamin N-succinimidyl ester;344402-35-3;1H,5H,11H,15H-Xantheno[2,3,4-ij:5,6,7-i'j']diquinolizin-18-ium, 9-[2-carboxy-4-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]phenyl]-2,3,6,7,12,13,16,17-octahydro-, inner salt;5-Carboxy-X-rhodamine succinimidyl ester;DTXSID00376333;AKOS040760034;5-Carboxy-X-rhodamine, succinimidyl este;BP-23901;FT-0620197;J-019608;J-100063;R01-0027;5-Carboxy-X-rhodamine N-succinimidyl ester, BioReagent, suitable for fluorescence;5-(2,5-dioxopyrrolidin-1-yl)oxycarbonyl-2-(3-oxa-23-aza-9-azoniaheptacyclo[17.7.1.15,9.02,17.04,15.023,27.013,28]octacosa-1(27),2(17),4,9(28),13,15,18-heptaen-16-yl)benzoate

Chemical Property of 5-Carboxy-X-rhodamine N-succinimidyl ester

Chemical Property:

• PSA: 123.43000
• LogP: 4.58390
• Storage Temp.: −20°C
• Solubility.: DMF: soluble
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 631.23185040
• Heavy Atom Count: 47
• Complexity: 1490

Purity/Quality:

98%Min ^*data from raw suppliers

5-Carboxy-X-rhodamine N-succinimidyl ester BioReagent, suitable for fluorescence ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=CC3=C(C4=C2N(C1)CCC4)OC5=C6CCC[N+]7=C6C(=CC5=C3C8=C(C=C(C=C8)C(=O)ON9C(=O)CCC9=O)C(=O)[O-])CCC7
• Uses: Labeling reagent for preparation of charge-modified dye-labeled ddNTPs for "direct-load" DANN sequencing.

Technology Process of 5-Carboxy-X-rhodamine N-succinimidyl ester

There total 1 articles about 5-Carboxy-X-rhodamine N-succinimidyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

5-carboxy-X-rhodamine (216699-35-3) + O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (105832-38-0) → 5-carboxy-X-rhodamine N-succinimidyl ester (209734-74-7)

Guidance literature:

With triethylamine; In dimethyl sulfoxide; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ol801904k

Reference yield: 63.0%

N-(4-aminobutyl)-2-{1-(4-chlorobenzoyl)-5-methoxy-2′-trifluoromethyl-1H-indol-3-yl}acetamide hydrochloride (1537876-08-6) + 5-carboxy-X-rhodamine N-succinimidyl ester (209734-74-7) → N-{(5-carboxy-X-rhodaminyl)but-4-yl}-2-{1-(4-chlorobenzoyl)-5-methoxy-2′-trifluoromethyl-1H-indol-3-yl}-acetamide (1537876-09-7)

Guidance literature:

N-(4-aminobutyl)-2-{1-(4-chlorobenzoyl)-5-methoxy-2′-trifluoromethyl-1H-indol-3-yl}acetamide hydrochloride; With triethylamine; In dimethyl sulfoxide; for 0.0833333h;

5-carboxy-X-rhodamine N-succinimidyl ester; In dimethyl sulfoxide; at 25 ℃; for 16h;

DOI:10.1021/ml400485g

Reference yield:

isonipecotic acid (498-94-2) + 5-carboxy-X-rhodamine N-succinimidyl ester (209734-74-7) → C39H39N3O6

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

upstream raw materials:

5-carboxy-X-rhodamine

O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate

Downstream raw materials:

1-(5-carboxy-X-rhodaminyl)-4-(4-methylbenzoyl)piperazine

N-{(5-carboxy-X-rhodaminyl)but-4-yl}-2-{1-(4-chlorobenzoyl)-5-methoxy-2′-trifluoromethyl-1H-indol-3-yl}-acetamide

Refernces

• 1、 Uddin, Md Jashim,Marnett, Lawrence J.. "Synthesis of 5- and 6-carboxy-x-rhodamines". supporting information; experimental part. p. 4799 - 4801. Retrieved 2009/05/31.