139-13-9

Basic information

• Product Name: Nitrilotriacetic acid
• Synonyms: ai3-52483;chel300;complexoni;Glycine,N,N-bis(carboxyme;hampshirentaacid;komplexoni;kyselinanitrilotrioctova;kyselinanitrilotrioctova(czech)
• CAS NO: 139-13-9
• Molecular Formula: C₆H₉NO₆
• Molecular Weight: 191.14
• EINECS: 205-355-7
• Product Categories: Organics
• Mol File: 139-13-9.mol
• Article Data: 10

Chemical Properties

• Melting Point: 245 °C (dec.)(lit.)
• Boiling Point: 326.86°C (rough estimate)
• Flash Point: 100 °C
• Appearance: White/Powder
• Density: 1.5784 (rough estimate)
• Vapor Pressure: 0-0Pa at 20-25℃
• Refractive Index: 1.4860 (estimate)
• Storage Temp.: Store at RT.
• Solubility: 0.1 M NaOH: 0.1 M at 20 °C, clear, colorle
• PKA: 3.03, 3.07, 10.70(at 20℃)
• Water Solubility: Insoluble.
• Merck: 14,6579
• BRN: 1710776
• CAS DataBase Reference: Nitrilotriacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: Nitrilotriacetic acid(139-13-9)
• EPA Substance Registry System: Nitrilotriacetic acid(139-13-9)

Safety Data

• Hazard Codes: Xn,T
• Statements: 22-36-40-36/37/38-45-20/21/22
• Safety Statements: 26-36/37-45-36/37/39-53
• RIDADR: 2811
• WGK Germany: 2
• RTECS: AJ0175000
• F: 21
• TSCA: Yes
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 139-13-9(Hazardous Substances Data)

Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 139-13-9 differently. You can refer to the following data:
1. White, crystalline powder.Insoluble in water and most organic solvents; forms mono-, di-, and tribasic salts that are water soluble. Combustible. 70% biodegradable.
2. Nitrilotriacetic acid is a crystalline compound.

Uses

Different sources of media describe the Uses of 139-13-9 differently. You can refer to the following data:
1. Nitrilotriacetic acid is a chelating agent which forms coordination compounds with metal ions. Nitrilotriacetic acid is used in complexometric titrations and as well as for protein isolation and purification in the His-tag method. This compound is a contaminant of emerging concern (CECs).
2. Nitrilotriacetic acid is a chelating agent which forms coordination compounds with metal ions. Nitrilotriacetic acid is used in complexometric titrations and as well as for protein isolation and purif ication in the His-tag method.
3. Used in sequestration of metals; chelometric analysis.

Synthesis Reference(s)

The Journal of Organic Chemistry, 15, p. 46, 1950 DOI: 10.1021/jo01147a008

General Description

Odorless white solid. Sinks in and mixes with water.

Air & Water Reactions

Water Insoluble.

Reactivity Profile

Nitrilotriacetic acid is incompatible with strong oxidizers, aluminum, copper, copper alloy and nickel. Nitrilotriacetic acid is also incompatible with strong bases.

Hazard

Possible carcinogen.

Health Hazard

Toxicity and health hazard of these compounds are low. Contact with eyes causes irritation.

Fire Hazard

Flash point data for Nitrilotriacetic acid are not available; however, Nitrilotriacetic acid is probably combustible.

Flammability and Explosibility

Nonflammable

Biochem/physiol Actions

Nitrilotriacetic (NTA) has the ability to link with histidine side chain of proteins. It can be used in fluorescent labelling, hexahistidine (His6)-tagged proteins for purification and surface immobilization.

Safety Profile

Confirmed carcinogen with experimental carcinogenic and neoplastigenic data. Poison by intraperitoneal route. Moderately toxic by ingestion. When heated to decomposition it emits toxic fumes of NOx,.

Potential Exposure

Nitrilotriacetic acid (NTA) was used as a phosphate replacement in laundry detergents in the late 1960s. In 1971, the use of NTA was discontinued. The possibility of resumed use arose in 1980. NTA is now used in laundry detergents in states where phosphates are banned. NTA is also used as a boiler feed-water additive at a maximum use level of 5 ppm of trisodium salt. Currently, the remaining nondetergent uses of NTA are for water treatment, textile treatment; metal plating and cleaning; and pulp and paper processing.

Carcinogenicity

Nitrilotriacetic acid is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals.

Shipping

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

Purification Methods

Crystallise it from water and dry it at 110o. [Beilstein 4 IV 2441.]

Incompatibilities

Dust may form explosive mixture with air. Compounds of the carboxyl group react with all bases, both inorganic and organic (i.e., amines) releasing substantial heat, water and a salt that may be harmful. Incompatible with arsenic compounds (releases hydrogen cyanide gas), diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides (releasing heat, toxic and possibly flammable gases), thiosulfates and dithionites (releasing hydrogen sulfate and oxides of sulfur). Attacks aluminum, copper, copper alloy and nickel.

Waste Disposal

Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.

InChI:InChI=1/C6H9NO6/c8-4(9)1-7(2-5(10)11)3-6(12)13/h1-3H2,(H,8,9)(H,10,11)(H,12,13)

Synthetic route

chloroacetic acid (79-11-8) + glycine (56-40-6) → nitrilotriacetic acid (139-13-9) + iminodiacetic acid (142-73-4)

Conditions	Yield
With lithium hydroxide for 144h; Ambient temperature;	A 12.5 g B 39%
With lithium hydroxide for 6h; Ambient temperature;	A 12.5 g B 39%

formaldehyd (50-00-0) + N-butylethylenediamine (19522-69-1) + sodium cyanide (143-33-9) → nitrilotriacetic acid (139-13-9) + N-[2-(bis-carboxymethyl-amino)-ethyl]-N-butyl-glycine (73264-08-1)

Conditions	Yield
With sodium hydroxide; tert-butyl alcohol

formaldehyd (50-00-0) + potassium cyanide (151-50-8) → nitrilotriacetic acid (139-13-9)

Conditions	Yield
With ammonia; water
With water

formaldehyd (50-00-0) + potassium cyanide (151-50-8) → glycolic Acid (79-14-1) + nitrilotriacetic acid (139-13-9) + glycine (56-40-6) + iminodiacetic acid (142-73-4)

nitrilotriacetonitrile (7327-60-8) → nitrilotriacetic acid (139-13-9)

Conditions	Yield
With hydrogenchloride; water
With barium dihydroxide

N,N-dicarboxymethyl hydrazine (19247-05-3) → nitrilotriacetic acid (139-13-9)

Conditions	Yield
With sulfuric acid at 150℃;

chloroacetic acid (79-11-8) + glycine (56-40-6) → nitrilotriacetic acid (139-13-9)

Conditions	Yield
With potassium hydroxide at 80℃;

chloroacetic acid (79-11-8) → nitrilotriacetic acid (139-13-9)

Conditions	Yield
With ammonia; water anschliessend mit NaCN und Formaldehyd;
With ammonia
With ammonia; zinc(II) chloride
With ammonia

formaldehyd (50-00-0) + sodium cyanide (143-33-9) + glycine (56-40-6) → nitrilotriacetic acid (139-13-9)

Conditions	Yield
With sodium hydroxide

Iodoacetic acid (64-69-7) + glycine (56-40-6) → nitrilotriacetic acid (139-13-9)

Conditions	Yield
With potassium hydroxide at 80℃;

glycine (56-40-6) → nitrilotriacetic acid (139-13-9)

Conditions	Yield
With water; mercury dichloride at 37℃;

sodium monochloroacetic acid (3926-62-3) + iminodiacetic acid (142-73-4) → nitrilotriacetic acid (139-13-9)

Conditions	Yield
With sodium hydroxide; nitric acid Kinetics; Rate constant; Thermodynamic data;
With sodium hydroxide; nitric acid

ammonium hydroxide + chloroacetic acid (79-11-8) → nitrilotriacetic acid (139-13-9) + diglycolamic acid

Conditions	Yield
pH >10 sinken;

ammonia (7664-41-7) + chloroacetic acid (79-11-8) → nitrilotriacetic acid (139-13-9) + glycine (56-40-6) + diglycolamic acid

chloroacetic acid (79-11-8) + zinc chloride ammonia → nitrilotriacetic acid (139-13-9) + glycine (56-40-6) + diglycolamic acid

Conditions	Yield
durch Schmelzen;

water (7732-18-5) + glycine (56-40-6) + HgCl2 → nitrilotriacetic acid (139-13-9) + ammonia (7664-41-7) + HgCl + diglycolamic acid

Conditions	Yield
at 40℃;
at 70℃;

nitrilotriacetonitrile (7327-60-8) + aq. barium hydroxide solution → nitrilotriacetic acid (139-13-9)

chloroacetic acid <3 mol> → nitrilotriacetic acid (139-13-9)

Conditions	Yield
With sodium hydroxide; ammonia

Iodoacetic acid (64-69-7) + glycine (56-40-6) + diluted KOH → nitrilotriacetic acid (139-13-9)

Conditions	Yield
reagiert analog mit Cystin und mit p-Phenylendiamin;

N,N-dicarboxymethyl hydrazine (19247-05-3) + sulfuric acid (30 percent ) → nitrilotriacetic acid (139-13-9) + glycine (56-40-6)

Conditions	Yield
beim Erhitzen;

hydrogenchloride (7647-01-0) + nitrilotriacetonitrile (7327-60-8) → nitrilotriacetic acid (139-13-9) + iminodiacetic acid (142-73-4)

formaldehyd (50-00-0) + hydrogen cyanide (74-90-8) + water (7732-18-5) → glycolic Acid (79-14-1) + nitrilotriacetic acid (139-13-9) + diglycolamic acid

Conditions	Yield
Reaktion von KCN;

formaldehyd (50-00-0) + hydrogen cyanide (74-90-8) + water (7732-18-5) → glycolic Acid (79-14-1) + nitrilotriacetic acid (139-13-9) + glycine (56-40-6) + diglycolamic acid

Conditions	Yield
Reaktion von KCN;

N6-[(benzyloxy)carbonyl]-L-lysine (1155-64-2) + bromoacetic acid (79-08-3) → nitrilotriacetic acid (139-13-9)

Conditions	Yield
With hydrogenchloride; palladium-carbon In sodium hydroxide; water

sodium cyanide (773837-37-9) + formaldehyd (50-00-0) + monosodium glutamate (32221-81-1) → N,N-bis(carboxymethyl)glutamic acid tetrasodium salt + nitrilotriacetic acid (139-13-9)

Conditions	Yield
Stage #1: sodium cyanide; monosodium glutamate With sodium hydroxide In water at 97℃; for 0.166667h; Strecker Synthesis; Stage #2: formaldehyd In water at 97℃; for 0.5h; Strecker Synthesis; Stage #3: sodium cyanide In water at 110℃; for 2h; Strecker Synthesis;	A 22 %Chromat. B n/a

nitrilotriacetic acid (139-13-9) + (2R)-2-aminobutan-1-ol (5856-63-3) → (+)-N,N,N-tris{[4-(R)-ethyloxazolin-2-yl]methyl}amine (911838-01-2)

Conditions	Yield
Stage #1: nitrilotriacetic acid; (2R)-2-aminobutan-1-ol In toluene for 24h; Reflux; Stage #2: at 125℃; for 9h;	98%

nitrilotriacetic acid (139-13-9) + S-trityl-L-penicillamine amide (1604046-86-7) → C78H81N7O6S3

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetonitrile at 0 - 20℃; for 16h; Inert atmosphere;	98%

1,3,5-trichloro-2,4,6-triazine (108-77-0) + nitrilotriacetic acid (139-13-9) → C21H18N6O18(6-)*3Cl(1-)*9Na(1+)

Conditions	Yield
Stage #1: nitrilotriacetic acid With sodium hydroxide In water for 0.5h; Stage #2: 1,3,5-trichloro-2,4,6-triazine In water; acetonitrile at 0 - 80℃; for 12h; Temperature; Solvent;	98%

1,3,5-trichloro-2,4,6-triazine (108-77-0) + nitrilotriacetic acid (139-13-9) → C9H6Cl2N4O6(2-)*Cl(1-)*3Na(1+)

Conditions	Yield
Stage #1: nitrilotriacetic acid With sodium hydroxide In water for 0.5h; Stage #2: 1,3,5-trichloro-2,4,6-triazine In water; acetonitrile at 0℃; for 2h; Temperature; Solvent;	98%

1,3,5-trichloro-2,4,6-triazine (108-77-0) + nitrilotriacetic acid (139-13-9) → C15H12ClN5O12(4-)*2Cl(1-)*6Na(1+)

Conditions	Yield
Stage #1: nitrilotriacetic acid With sodium hydroxide In water for 0.5h; Stage #2: 1,3,5-trichloro-2,4,6-triazine In water; acetonitrile at 0 - 40℃; for 6h; Temperature; Solvent;	98%

nitrilotriacetic acid (139-13-9) + methyltriacetoxysilane (4253-34-3) → 1-methylsilatrane-3,7,10-trione

Conditions	Yield
at 90 - 100℃; under 2 Torr; for 2h;	97%

nitrilotriacetic acid (139-13-9) + Phenyl-triethoxygerman (42428-34-2) + dimethyl sulfoxide (67-68-5) → (1-phenyl-2,8,9-trioxa-5-aza-1-germatricyclo[3.3.3.0(1,5)]undecane-3,7,10-trione) * DMSO

Conditions	Yield
In dimethyl sulfoxide byproducts: CH3CH2OH; heated with stirring at 80°C for 15 min; excess of DMSO removed at 50°C; cooled; filtered off; washed (benzene and ether) dried (vac.); elem.anal.;	97%

sodium [99Tc]pertechnetate + nitrilotriacetic acid (139-13-9) + N-[tris(hydroxymethyl)methyl]glycine (5704-04-1) → (99m)Tc(HYNIC-Lys(OMe)-NIC)(tricine)

Conditions	Yield
With hydrogenchloride; tin(ll) chloride In water at 100℃; for 0.166667h; pH=5.0; Succinate buffer;	95%

chromium chloride hexahydrate + nitrilotriacetic acid (139-13-9) + water (7732-18-5) + barium carbonate → [barium-di-mu.-hydroxy-bis-(nitrilotriacetatochromium(III))] heptahydrate

Conditions	Yield
With NH4OH In water H2O added to a mixt. of ligand and dispersed BaCO3 (1:1.5), warmed up to95°C, treated with CrCl3*6H2O (1.5 equiv.) in H2O, kept at 95.de gree.C, neutralized with concd.NH4OH to pH=6.5-7; filtered, concd., crystd. for 24 h, filtered, washed (cold H2O, EtOH, ether);	95%

pyridine (110-86-1) + nitrilotriacetic acid (139-13-9) + uranium(IV) chloride (10026-10-5) → (Hpy)2[U(nitrilotriacetate)2]

Conditions	Yield
In pyridine onto UCl4 and nitrilotriacetic acid pyridine was condensed at -70°C, react. mixt. was stirred at 60°C for 30 min and at 95°C for 12 h; ppt. was filtered, washed with hot pyridine and dried under vacuum at 25°C for 48 h; elem. anal.;	95%

tetrabutoxytitanium + zinc(II) sulfate heptahydrate + nitrilotriacetic acid (139-13-9) + dihydrogen peroxide (7722-84-1) → [Zn(water)5]2[Ti2O(peroxide)2(nitrilotriacetate)2]*7water

Conditions	Yield
With NH3 In ammonia aq. NH3; addn. of 1 equiv. of Ti(IV) compd. to soln. of 1 equiv. of nitrilotriacetic acid in H2O, stirring overnight, addn. of aq. H2O2 at 0°C, filtration, adjusting pH to 4.0 by aq. NH3, addn. of 1 equiv. of Zn(II) compd., keeping at 4°C for 3 ds; isolation of crystals, washing with deionized water, drying in vac., elem. anal.;	95%

nitrilotriacetic acid (139-13-9) + benzylamine (100-46-9) → 2,2',2"-nitrilotris-(N-phenylmethyl)-acetamide (17612-75-8)

Conditions	Yield
at 150℃; for 0.75h; microwave irradiation;	94%
Microwave irradiation;

nitrilotriacetic acid (139-13-9) + triethylmethoxystannane (1067-21-6) → tris(triethylstannyl) nitrilotrisacetate (87010-46-6)

Conditions	Yield
In not given elem. anal.;	94%

nitrilotriacetic acid (139-13-9) + 1,2-diamino-benzene (95-54-5) → N,N',N''-tris(2-benzimidazolylmethyl)amine (64019-57-4)

Conditions	Yield
In ethylene glycol at 200℃;	93%
at 170 - 180℃; for 1h;	90%
In diethylene glycol	85%

basic nickel carbonate tetrahydrate + nitrilotriacetic acid (139-13-9) + water (7732-18-5) → H[Ni(nitrilotriacetato)(H2O)3] (53927-84-7)

Conditions	Yield
In acetonitrile refluxed for 1 h; concd. (vac.), crystd. from H2O;	92%

tetrabutoxytitanium + nickel(II) chloride hexahydrate + nitrilotriacetic acid (139-13-9) + dihydrogen peroxide (7722-84-1) → [Ni(water)5]2[Ti2O(peroxide)2(nitrilotriacetate)2]*7water

Conditions	Yield
With NH3 In ammonia aq. NH3; addn. of 1 equiv. of Ti(IV) compd. to soln. of 1 equiv. of nitrilotriacetic acid in H2O, stirring overnight, addn. of aq. H2O2 at 0°C, filtration, adjusting pH to 4.0 by aq. NH3, addn. of 1 equiv. of Ni(II) compd., keeping at 4°C for 3 ds; isolation of crystals, washing with deionized water, drying in vac., elem. anal.;	92%

nitrilotriacetic acid (139-13-9) + CysC(C6H5)3(NH2) → NTA(CysC(C6H5)3NH2)3

Conditions	Yield
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;	92%

(2R)-2-Amino-3-(tritylsulfanyl)propanamide (166737-85-5) + nitrilotriacetic acid (139-13-9) → C72H69N7O6S3

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water; N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;	92%

nitrilotriacetic acid (139-13-9) + orthaminic acid (7474-78-4) → C24H21N7O9S3

Conditions	Yield
In ethylene glycol	92%

nitrilotriacetic acid (139-13-9) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → 1,1',1''-tris<(trimethylsiloxy)carbonyl>trimethylamine (51407-32-0)

Conditions	Yield
	90%

nitrilotriacetic acid (139-13-9) + (3-dimethylaminopropyl)phenoxydiphenylstannane (153960-24-8) → 5-(3-dimethylaminopropyl)triptychoxazastannolidone

Conditions	Yield
In N,N-dimethyl-formamide byproducts: C6H6, C6H5OH; stirred and heated to 140°C (1 h); ppt. filtered off, washed (CH2Cl2), dried, elem. anal.;	90%

tetrabutoxytitanium + cobalt(II) chloride hexahydrate + nitrilotriacetic acid (139-13-9) + dihydrogen peroxide (7722-84-1) → [Co(water)5]2[Ti2O(peroxide)2(nitrilotriacetate)2]*7water

Conditions	Yield
With NH3 In ammonia aq. NH3; addn. of 1 equiv. of Ti(IV) compd. to soln. of 1 equiv. of nitrilotriacetic acid in H2O, stirring overnight, addn. of aq. H2O2 at 0°C, filtration, adjusting pH to 4.0 by aq. NH3, addn. of 1 equiv. of Co(II) compd., keeping at 4°C for 3 ds; isolation of crystals, washing with deionized water, drying in vac., elem. anal.;	90%

tetrabutoxytitanium + nitrilotriacetic acid (139-13-9) + dihydrogen peroxide (7722-84-1) + lead(II) acetate trihydrate (6080-56-4) → [Pb(H2O)3]2[nitrilotriacetatoperoxotitanate]*4H2O

Conditions	Yield
In water Ti(O(CH2)3CH3)4 added to aq. suspn. of ligand, stirred for 3 h, H2O2 added at room temp. with stirring, Pb(CH3CO2)2*3H2O added, stirred for 0.5 h in air; filtered, washed with H2O, EtOH, dried in air; elem. anal.;	90%

nitrilotriacetic acid (139-13-9) + 2-amino tritylthio ethane (1095-85-8) → C69H66N4O3S3 (1449654-31-2)

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 20℃;	90%

nitrilotriacetic acid (139-13-9) + fac-[ReI(OH2)3(CO)3](SO3CF3) (1356855-78-1, 811431-04-6) + sodium hydroxide (1310-73-2) → Na[fac-Re(CO)3(NTA)]

Conditions	Yield
In water at 20℃; for 24h; pH=6 - 7;	89%

malachite + nitrilotriacetic acid (139-13-9) → H[Cu(nitrilotriacetato)(H2O)3]

Conditions	Yield
In acetonitrile refluxed for 3 h; filtered immediately, crystd.; elem. anal.;	88%

nitrilotriacetic acid (139-13-9) + 2-(aminomethyl)-1,6-dimethyl-3-(phenylmethoxy)-4(1H)-pyridinone (401792-02-7) → C51H57N7O9 (1346019-42-8)

Conditions	Yield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃;	88%

nitrilotriacetic acid (139-13-9) + Ethyl-triethoxygermanium (5865-92-9) + N,N-dimethyl-formamide (68-12-2, 33513-42-7) → (1-ethyl-2,8,9-trioxa-5-aza-1-germatricyclo[3.3.3.0(1,5)]undecane-3,7,10-trione) * DMF

Conditions	Yield
In N,N-dimethyl-formamide; benzene byproducts: CH3CH2OH; boiled for 2 h with distillation; cooled; filtered off; washed (benzene and ether); dried (vac.); elem.anal.;	87%

pyridine (110-86-1) + iron(III) chloride hexahydrate + nitrilotriacetic acid (139-13-9) → dipyridinium iron(III) nitriloacetato dichloride monohydrate

Conditions	Yield
In pyridine nitrilotriacetic acid dissolved in refluxing pyridine, cooled slightly, FeCl3*6H2O added with stirring, 1.5 h; pyridine removed by exhaustive rotary evapn. over 0.5-1 h at 80°C, oil layered with MeCN, left overnight, ppt. washed with THF, dried in air;	87%
In pyridine ligand dissolved in refluxing py, cooled, ferric chloride (1:1) added, stirred for 1.5 h, concd.; layered (CH3CN), crystd., stored overnight, filtered off, washed (CH3CN,THF), elem. anal.;	83%

nitrilotriacetic acid (139-13-9) + Methyl-triaethoxy-germanium (5865-91-8) + N,N-dimethyl-formamide (68-12-2, 33513-42-7) → (1-methyl-2,8,9-trioxa-5-aza-1-germatricyclo[3.3.3.0(1,5)]undecane-3,7,10-trione) * DMF

Conditions	Yield
In N,N-dimethyl-formamide; benzene byproducts: CH3CH2OH; boiled for 2 h with distillation; cooled; filtered off; washed (benzene and ether); dried (vac.); TG; elem.anal.;	86%

Upstream product

• 79-11-8 chloroacetic acid 
• 7664-41-7 ammonia 
• 7732-18-5 water 
• 56-40-6 glycine 
• 19247-05-3 N,N-dicarboxymethyl hydrazine 
• 7647-01-0 hydrogenchloride 
• 7327-60-8 nitrilotriacetonitrile 
• 50-00-0 formaldehyd 
• 74-90-8 hydrogen cyanide 
• 19522-69-1 N-butylethylenediamine 
• 143-33-9 sodium cyanide 
• 773837-37-9 sodium cyanide 
• 32221-81-1 monosodium glutamate 
• 1155-64-2 N₆-[(benzyloxy)carbonyl]-L-lysine 

Downstream Products

• 16669-54-8 triethyl nitrilotriacetate 
• 142-73-4 iminodiacetic acid 
• 134842-93-6 (Carboxymethyl-phenoxycarbonylmethyl-amino)-acetic acid 
• 79-14-1 glycolic Acid 
• 50-00-0 formaldehyd 
• 3055-17-2 nitrilotriacetic acid N-oxide 
• 298-12-4 Glyoxilic acid 
• 17612-75-8 2,2',2-nitrilotris-(N-phenylmethyl)-acetamide 
• 191109-55-4 2-(Bis-{[(S)-1-(4-tert-butyl-phenyl)-2-hydroxy-ethylcarbamoyl]-methyl}-amino)-N-[(S)-1-(4-tert-butyl-phenyl)-2-hydroxy-ethyl]-acetamide 
• 33658-49-0 morpholine-1-(acetic acid)-2,6-dione 
• 86385-72-0 2,2'-[[2-[(3-Bromo-2,6-diethyl-4-methylphenyl)-amino]-2-oxoethyl]imino]bisacetic acid 
• 82842-55-5 2,2'-[[2-[(3-Iodo-4-methylphenyl)amino]-2-oxoethyl]-imino]bisacetic acid 
• 68391-67-3 ferrous nitrilotriacetate 

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PROCESS TO PREPARE A CHELATING AGENT OR PRECURSOR THEREOF USING A CYANIDE SALT

The present invention relates to a process comprising the reaction of a cyanide with an amino acid and an aldehyde, characterized in that the cyanide is a cyanide salt, the amino acid is aspartic acid and/or glutamic acid in the acidic form, and the process is performed under acidic pH by the addition of between 0 and 1 equivalent of an acid based on the amount of aspartic or glutamic acid.

Imaging of Enzyme Activity

This invention relates to biochemistry and magnetic resonance imaging.

Open channel solid phase extraction systems and methods

The invention provides, inter alia, methods of extracting an analyte from a solution comprising the steps of: passing a solution containing an analyte through an extraction channel having a solid phase extraction surface, whereby analyte adsorbs to the extraction surface of said extraction channel; and eluting the analyte by passing a small volume of desorption solvent through the channel. The invention also provides, inter alia, methods of extracting an analyte from a solution comprising the steps of: passing a solution containing an analyte through an extraction channel having a solid phase extraction surface, whereby analyte adsorbs to the extraction surface of said extraction channel; eluting the analyte by passing a desorption solvent through the channel; and collecting the eluted analyte, wherein a small volume of eluant is collected.