3,3'-Dithiodipropionic acid di(N-hydroxysuccinimide ester) supplier

Name
3,3'-DITHIODIPROPIONIC ACID DI(N-SUCCINIMIDYL ESTER)
EINECS 260-931-5
CAS No. 57757-57-0
Article Data16
CAS DataBase
Density 1.57 g/cm³
Solubility
Melting Point 128-133°C
Formula C₁₄H₁₆N₂O₈S₂
Boiling Point 560.1 °C at 760 mmHg
Molecular Weight 404.422
Flash Point 292.6 °C
Transport Information
Appearance powder
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2,5-Pyrrolidinedione,1,1'-[dithiobis[(1-oxo-3,1-propanediyl)oxy]]bis- (9CI);3,3'-Dithio(succinimidylpropionate);3,3'-Dithiobis(N-hydroxysuccinimidylpropionate);3,3'-Dithiobis(succinimidyl propionate);3,3'-Dithioldipropionic acidbis(N-hydroxysuccinimide ester);Bis[2-[(succinimidyloxy)carbonyl]ethyl]disulfide;DTSP;NSC 328386;
PSA 177.96000
LogP 0.23820

Synthetic route

: 74124-79-1
di(succinimido) carbonate

: 1119-62-6
3,3'-dithiobis(propionic acid)

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃;	93%

: 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione

: 1119-62-6
3,3'-dithiobis(propionic acid)

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 2h;	85%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 15h;	78%
With carbodiimide hydrochloric acid salt In dichloromethane at 20℃; for 24h;	73%

: 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione

: 107-96-0
3-mercaptopropionic acid

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

Conditions

Conditions	Yield
Inert atmosphere;

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

: 109-73-9
N-butylamine

: 927-42-4
3,3'-disulfanediylbis(N-butylpropanamide)

Conditions

Conditions	Yield
In methanol at 20℃; for 24h;	97%

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

: 57260-71-6
1-t-Butoxycarbonylpiperazine

: 1271773-90-0
di-tert-butyl 4,4'-(3,3'-disulfanediylbis(propanoyl))bis(piperazine-1-carboxylate)

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 3h;	94%

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

: C49H97NO45P4

: C104H200N2O92P8S2

Conditions

Conditions	Yield
Stage #1: 3,3'-dithiodipropionic acid, bis(succinimido) ester; C49H97NO45P4 In aq. phosphate buffer; dimethyl sulfoxide at 20℃; pH=7.4; Stage #2: With 1,4-dithio-D,L-threitol In aq. phosphate buffer; dimethyl sulfoxide at 40℃; for 2h;	88%

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

: 6A,6D-diamino-6A,6D-deoxy-β-cyclodextrin bis(hydrogen carbonate)

poly[6A,6D-diamino-6A,6D-dideoxy-β-cyclodextrin bis(hydrogen carbonate)-co-dithiobis(succinimidyl propionate)]: poly[6A,6D-diamino-6A,6D-dideoxy-β-cyclodextrin bis(hydrogen carbonate)-co-dithiobis(succinimidyl propionate)]

Conditions

Conditions	Yield
With sodium hydroxide In chloroform; water for 0.5h; pH=10;	85%

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

: C92H130N28O24S2

: C102H141N29O29S4

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 12h;	83.5%

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

: 2-(4-aminophenyl)-1-(4-nitrophenyl)-1-azidopropan-2-ol

: 3,3'-dithiodipropionic acid, bis<<4-<3-(4-nitrophenyl)-3-azido-2-hydroxypropyl>phenyl>amide>

Conditions

Conditions	Yield
In dichloromethane	81%
In dichloromethane for 48h; Heating;	55%

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

: 1202964-95-1
C17H31N7O4

: 1202964-98-4
C40H68N14O10S2

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 12h;	80%

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

: 1202964-96-2
C43H71N19O8

: 1202964-99-5
C92H148N38O18S2

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 12h;	74%

: 51-67-2
tyrosamine

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

: 1375482-35-1
tyramine-DSP

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 40℃; for 24h;	70%
In N,N-dimethyl-formamide at 40℃; for 24h;

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

: N-(6-aminohexyl)-N-methyl-L-valyl-N-[(3R,4S,5S)-1-{(2S)-2-[(1R,2R)-3-{[(2S)-3-(1H-indol-3-yl)-1-(1,2-oxazinan-2-yl)-1-oxopropan-2-yl]amino}-1-methoxy-2-methyl-3-oxopropyl]pyrrolidin-1-yl}-3-methoxy-5-methyl-1-oxoheptan-4-yl]-N-methyl-L-valinamide

: N-(6-{[3-({3-[(2,5-dioxopyrrolidin-1-yl)oxy]-3-oxopropyl}disulphanyl)propanoyl]amino}hexyl)-N-methyl-L-valyl-N-[(3R,4S,5S)-1-{(2S)-2-[(1R,2R)-3-{[(2S)-3-(1H-indol-3-yl)-1-(1,2-oxazinan-2-yl)-1-oxopropan-2-yl]amino}-1-methoxy-2-methyl-3-oxopropyl]pyrrolidin-1-yl}-3-methoxy-5-methyl-1-oxoheptan-4-yl]-N-methyl-L-valinamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 2h;	68%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 2h;	68%

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

: 923-61-5
1,2-dipalmitoyl-3-sn-phosphatidylethanolamine

: 136425-02-0
Hexadecanoic acid (R)-2-({2-[3-(2-{2-[((R)-2,3-bis-hexadecanoyloxy-propoxy)-hydroxy-phosphoryloxy]-ethylcarbamoyl}-ethyldisulfanyl)-propionylamino]-ethoxy}-hydroxy-phosphoryloxy)-1-hexadecanoyloxymethyl-ethyl ester

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 12h;	64%

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

: 56-84-8
L-Aspartic acid

: disulfide of disodium N-(3-mercaptopropanoyl)-L-aspartate

Conditions

Conditions	Yield
Stage #1: 3,3'-dithiodipropionic acid, bis(succinimido) ester; L-Aspartic acid With sodium hydrogencarbonate In water; dimethyl sulfoxide for 24h; pH=9; Stage #2: With hydrogenchloride In dichloromethane; water; dimethyl sulfoxide pH=7;	53%

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

: 376586-63-9
6'-O-p-aminophenyl-6-heptylphosphonatosucrose

: 376586-89-9
C56H90N2O28P2S2

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 60℃; for 8h;	51%

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

: 1504585-19-6
Asp-Asp-Asp-Asp-Asp-NH2

: 1504585-16-3
1-[(4-aminomethyl)phenyl]-1,2,2-triphenylethene

: 1504585-20-9
C53H57N7O17S2

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 20℃; for 24h;	49%

...Expand

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

: 96865-92-8
xanthine amine congener

: 3-[2-(2-{2-[4-(2,6-Dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-phenoxy]-acetylamino}-ethylcarbamoyl)-ethyldisulfanyl]-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester

Conditions

Conditions	Yield
In N,N-dimethyl-formamide	46%

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

: 1-O-hexadecanoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine

: 817202-05-4
di-[1-palmitoyl-2-hydroxy-sn-glycero-3-phosphoethanol-(3'-thio)propionamide]

Conditions

Conditions	Yield
With triethylamine In methanol; chloroform at 20℃; for 5h;	46%

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

: potassium [(N,N-bis(carboxymethyl)-(S)-phenylalanine)(lysine)cobalt(III)]

: 7732-18-5
water

: [Co(N(CH2CO2)2CH(CO2)CH2C6H5)(NH2CH(CO2)(CH2)4NHCOC2H4S)]2(2-)*2K(1+)*4H2O=[(Co(C22H28N3O9S))2]K2*4H2O

Conditions

Conditions	Yield
With triethylamine In dimethyl sulfoxide stoich., stirred for 3 h; evapd. to dryness, recrystd. (methanol); elem. anal.;	46%

...Expand

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

: 1504585-16-3
1-[(4-aminomethyl)phenyl]-1,2,2-triphenylethene

: 1504585-17-4
Asp-Asp-Asp-Asp-Asp-cyclic(Arg-Gly-Asp-D-Phe-Lys)

: 1504585-18-5
C80H95N15O24S2

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 20℃; for 24h;	45%

...Expand

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

: N-{4-[1-{4-[(3-aminopropyl)carbamoyl]benzyl}-4-methyl-6-oxo-1,4,5,6-tetrahydropyridazin-3-yl]phenyl}-1,3-dihydro-2H-pyrrolo[3,4-c]pyridine-2-carboxamide

: N-{4-[1-{4-[(3-{[3-({3-[(2,5-dioxopyrrolidin-1-yl)oxy]-3-oxopropyl}disulfanyl)propanoyl]amino}propyl)carbamoyl]benzyl}-4-methyl-6-oxo-1,4,5,6-tetrahydropyridazin-3-yl]phenyl}-1,3-dihydro-2H-pyrrolo[3,4-c]pyridine-2-carboxamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 2h;	35%

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

: C81H96N20O18Si

: C38H31N3O2S*C2HF3O2

: C126H135N23O22S3Si

Conditions

Conditions	Yield
	32%

...Expand

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

: C82H97N19O18Si

: C38H31N3O2S

: TPETP-SS-DEVD-TPS-cRGD

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 20℃; for 24h;	32%

...Expand

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

: potassium [(N,N-bis(carboxymethyl)-(R)-phenylalanine)(lysine)cobalt(III)]

: 7732-18-5
water

: [Co(N(CH2CO2)2CH(CO2)CH2C6H5)(NH2CH(CO2)(CH2)4NHCOC2H4S)]2(2-)*2K(1+)*5H2O=[(Co(C22H28N3O9S))2]K2*5H2O

Conditions

Conditions	Yield
With triethylamine In dimethyl sulfoxide stoich., stirred for 3 h; evapd. to dryness, recrystd. (methanol); elem. anal.;	31%

...Expand

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

: 197151-85-2
2-aminoethylfolic acid γ-amide

: 321907-45-3
N-(3-aminopropyl)-6-(((di-pyridin-2-yl-methyl)pyridin-2-ylmethylamino)methyl)nicotinamide

: (S)-22-(4-(((2-amino-4-hydroxypteridin-6-yl)methyl)amino)benzamido)-1-(6-(((di(pyridin-2-yl)methyl)(pyridin-2-ylmethyl)amino)methyl)pyridin-3-yl)-1,7,14,19-tetraoxo-10,11-dithia-2,6,15,18-tetraazatricosan-23-oic acid

Conditions

Conditions	Yield
In dimethyl sulfoxide at 20℃;	29%

...Expand

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

: N-{4-[1-(4-aminobutyl)-4-methyl-6-oxo-1,4,5,6-tetrahydropyridazin-3-yl]phenyl}-1,3-dihydro-2H-pyrrolo[3,4-c]pyridine-2-carboxamide

: N,N'-(disulfanediylbis{(1-oxopropane-3,1-diyl)iminobutane-4,1-diyl[4-methyl-6-oxo-5,6-dihydropyridazine-1,3(4H)-diyl]benzene-4,1-diyl})bis(1,3-dihydro-2H-pyrrolo[3,4-c]pyridine-2-carboxamide)

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 14h;	18%

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

: N-{4-[1-(4-aminobutyl)-4-methyl-6-oxo-1,4,5,6-tetrahydropyridazin-3-yl]phenyl}-1,3-dihydro-2H-pyrrolo[3,4-c]pyridine-2-carboxamide

: N-{4-[1-(4-{[3-({3-[(2,5-dioxopyrrolidin-1-yl)oxy]-3-oxopropyl}disulfanyl)propanoyl]amino}butyl)-4-methyl-6-oxo-1,4,5,6-tetrahydropyridazin-3-yl]phenyl}-1,3-dihydro-2H-pyrrolo[3,4-c]pyridine-2-carboxamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 14h;	13%

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

: 75-64-9
tert-butylamine

: 33311-96-5
N,N'-di-t-butyl-3,3'-dithiodipropionamide

Conditions

Conditions	Yield
In dichloromethane for 0.666667h; Ambient temperature;

: 57757-57-0
3,3'-dithiodipropionic acid, bis(succinimido) ester

bovine serum albumin; with an average 23 NH2 per mol: bovine serum albumin; with an average 23 NH2 per mol

N-hydroxysuccinimide dithiopropionate-substituted bovine serum albumin; with an average of 23 NH2 per mol: N-hydroxysuccinimide dithiopropionate-substituted bovine serum albumin; with an average of 23 NH2 per mol

Conditions

Conditions	Yield
pH=8; Substitution;

3,3'-Dithiodipropionic acid di(N-hydroxysuccinimide ester) Specification

The 3,3'-Dithiodipropionic acid di(N-hydroxysuccinimide ester), with the CAS registry number 57757-57-0 and EINECS registry number 260-931-5, has the systematic name of 1,1'-{disulfanediylbis[(1-oxopropane-3,1-diyl)oxy]}dipyrrolidine-2,5-dione. It belongs to the following product categories: N-Substituted Maleimides, Succinimides & Phthalimides; N-Substituted Succinimides. And the molecular formula of the chemical is C₁₄H₁₆N₂O₈S₂.

The characteristics of this chemical are as followings: (1)ACD/LogP: -1.66; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -1.66; (4)ACD/LogD (pH 7.4): -1.66; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 2.98; (8)ACD/KOC (pH 7.4): 2.98; (9)#H bond acceptors: 10; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 11; (12)Polar Surface Area: 177.96 Å²; (13)Index of Refraction: 1.624; (14)Molar Refractivity: 90.76 cm³; (15)Molar Volume: 256.8 cm³; (16)Polarizability: 35.98×10^-24cm³; (17)Surface Tension: 77.1 dyne/cm; (18)Density: 1.57 g/cm³; (19)Flash Point: 292.6 °C; (20)Enthalpy of Vaporization: 84.26 kJ/mol; (21)Boiling Point: 560.1 °C at 760 mmHg; (22)Vapour Pressure: 1.41E-12 mmHg at 25°C.

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin. Therefore, you had better take the following instructions: Wear suitable protective clothing, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C2N(OC(=O)CCSSCCC(=O)ON1C(=O)CCC1=O)C(=O)CC2
(2)InChI: InChI=1/C14H16N2O8S2/c17-9-1-2-10(18)15(9)23-13(21)5-7-25-26-8-6-14(22)24-16-11(19)3-4-12(16)20/h1-8H2
(3)InChIKey: FXYPGCIGRDZWNR-UHFFFAOYAD

Product Name

3,3'-DITHIODIPROPIONIC ACID DI(N-SUCCINIMIDYL ESTER)

Synthetic route

3,3'-Dithiodipropionic acid di(N-hydroxysuccinimide ester) Specification

Related Products

Hot Products