ChemicalBook Product Catalog Biochemical Engineering Amino Acids and Derivatives Glutamic acid derivatives N-(p-Aminobenzoyl)glutamic acid

N-(p-Aminobenzoyl)glutamic acid

N-(p-Aminobenzoyl)glutamic acid Basic information
Product Name:N-(p-Aminobenzoyl)glutamic acid
Synonyms:N-(p-Aminobenzoyl)glutamic acid;2-[(4-aminobenzoyl)amino]glutaric acid;2-[(4-azanylphenyl)carbonylamino]pentanedioic acid;4-AMINOBENZOYLGLUTAMIC ACID;4-AMINOBENZOIC GLUTAMIC ACID;4-aminobenzoyl－L-glutamic acid;NSC 71042;(S)-2-(4-AMinobenzaMido)pentanedioic acid
CAS:4271-30-1
MF:C12H14N2O5
MW:266.25
EINECS:224-261-7
Product Categories:amino;Intermediate;Amino Acids & Derivatives;Metabolites & Impurities;Amino Acids;A - HPeptide Synthesis;Amino Acid Derivatives;Amino Acids;Glutamic Acid;Modified Amino Acids;4271-30-1
Mol File:4271-30-1.mol
N-(p-Aminobenzoyl)glutamic acid Structure
N-(p-Aminobenzoyl)glutamic acid Chemical Properties
Melting point ~175 °C (dec.)
alpha -15 º (c=2% in 0.1N HCl)
Boiling point 409.45°C (rough estimate)
density 1.2846 (rough estimate)
refractive index 1.6660 (estimate)
storage temp. Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility Aqueous Base (Sparingly), Aqueous Acid (Sparingly), DMSO (Sparingly)
pka3.50±0.10(Predicted)
form neat
color White to Light
Merck 14,426
BRN 2816320
Stability:Hygroscopic
InChIKeyGADGMZDHLQLZRI-VIFPVBQESA-N
CAS DataBase Reference4271-30-1(CAS DataBase Reference)
Safety Information
Risk Statements 36/37/38
Safety Statements 26-36/37/39
WGK Germany 3
HS Code 2924296000
MSDS Information
ProviderLanguage
N-(4-Aminobenzoyl)-L-glutamic acid English
SigmaAldrich English
N-(p-Aminobenzoyl)glutamic acid Usage And Synthesis
Chemical PropertiesLight Tan Waxy Solid
UsesMajor metabolite of 5-Methyltetrahydrofolic Acid
UsesMarker in folate metabolism studies.
DefinitionChEBI: A dipeptide resulting from the formal condensation of the carboxylic acid group of 4-aminobenzoic acid with the amino group of L-glutamic acid.
Purification MethodsCrystallise the acid from H2O. Also purify it by dissolving 2.7g in H2O (130mL), adding aqueous NaOH to pH 5.5 and adding portionwise a solution of 0.5M CuSO4 to complete precipitation of the Cu salt. This salt is filtered off, suspended in H2O and H2S is bubbled through to precipitate CuS, filter, evaporate and recrystallise the residue from H2O. It has max (H2O) at 273nm. [Backer & Houtman Recl Trav Chim Pays-Bas 70 738, 743 1951, Beilstein 14 IV 1153.]
N-(p-Aminobenzoyl)glutamic acid Preparation Products And Raw materials
Raw materialsp-Nitrobenzoic acid-->4-Nitrobenzoyl chloride-->Ammonium sulfide-->P-NITROBENZOYL-L-GLUTAMIC ACID
Preparation ProductsAminopterin-->Folic acid
P-NITROBENZOYL-L-GLUTAMIC ACID METHOTREXATE HYDRATE FOLINIC ACID CALCIUM SALT PENTAHYDRATE 4-AMINOFOLIC ACID HYDRATE BOC-N-ALPHA-(4-AMINOBENZOYL)-L-GLUTAMIC ACID,BOC-N-ALPHA-(4-AMINOBENZOYL)-L-GLUTAMIC ACID Fmoc-N-α-(4-aminobenzoyl)-L-glutamic acid ,Fmoc-N-α-(4-aminobenzoyl)-L-glutamic acid CBZ-L-PHE-PHE ETHYL ESTER Z-GLU-TYR-OET Dibenzoyltartaric acid DIHYDROFOLIC ACID DIHYDRATE Aminopterin N-(4-AMINOBENZOYL)-L-GLUTAMIC ACID DIETHYL ESTER,N-(4-AMINOBENZOYL)-L-GLUTAMIC ACID DIETHYL ESTER N-[4-[[(2-Amino-5-formyl-1,4,5,6,7,8-hexahydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-L-glutamic acid disodium salt Calcium folinate P-AMINOBENZAMIDE GLUTAMIC ACID TEA-LAUROYL GLUTAMATE N-(4-NITROBENZOYL)-L-GLUTAMIC ACID DIETHYL ESTER 3',5'-DICHLOROFOLIC ACID
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