Iminodipropionic acid

N 22.45%, OB to C02 -106.85%, ndis, mp 136—38 (decompn). Sparingly sol in cold w. Prepd by nitration of alpha, alpha -iminodipropionic acid imide with anhydr nitric acid... 

Alanine (RS) [302-72-7] M 89.1, m 295-296 , (S) [56-41-7] m 297 (dec), [aJo hl4.7 (in IM HCl). Crystd from water or aqueous EtOH, e.g. crystd from 25% EtOH in water, recrystd from 62.5% EtOH, washed with EtOH and dried to constant weight in a vacuum desiccator over P2O5. [Gutter and Kegeles JACS 75 3893 7955]. 2,2 -Iminodipropionic acid is a likely impurity. 

In 1972 Bayer and Kneifel isolated (98) a pale blue compound from A. muscaria containing vanadium, which they named amavadine. They proposed (98,99) that it consisted of a complex of AT-hydroxyimino-a,a -dipropionic acid with in a 2 1 ratio. From a comparison of the EPR spectra of segments of frozen mushrooms with those of vanadyl complexes of various amino acids, it was concluded (100,101) that this proposal was not very likely. However, Krauss et al. (102) synthesized amavadine and compared its EPR properties with the complex extracted from the mushroom and concluded that it was the same. Others were unable to reproduce the synthesis (103), although models analogous to amavadine were reported. The synthesis of the ligand N-hydroxy-a,a -iminodipropionic acid, and related compounds was, however, later confirmed (104-106). The stereochemistry and total synthesis of the vanadium compound of A. muscaria has now been elucidated (107). 

The stability of the complexes of Ar-hydroxy-a,a -iminodipropionic acid and some derivatives with alkaline earth, and 3d divalent... 

Phthalamic acid (Phthalic acid mono- 25 3 75 301 Iminodipropionic acid 30 4 II 9 61... 

These types of surfactants exhibit anionic properties at high pH and cationic properties at low pH and may be categorized as [87] jS-iV-alkylaminopropionic acids, TZ-alkyl-yS-iminodipropionic acids, imidazoline carboxylates, W-alkylbetaines and amine oxides. The sulfobetaines are amphoteric at all values of pH. These surfactants are not commonly used in emulsion polymerization formulations. 

We therefore determined the complex stability constants of a larger variety of ligands related to HIDP, which are shown for the V(IV)- and Cu(II)-chelates in table 2. Only N-hydroxy-iminodiacetic acid forms a vanadium compound with similar stability as amavadin. All other ligands like the isomeric compound N-hydroxy-D,D -iminodipropionic acid or the bidentate ligand N-hydroxy- -alanine form much weaker complexes. 

P. Karrer and R. Appenzeller, The stereoisomeric, -iminodipropionic acids, Helv. Chim. Acta 25 (1942) 595-599. 

M. Sato, Y. Sato and Y. Tsuchiya, Studies on the extractives of molluscs - II. -iminodipropionic acid isolated from squid muscle extracts. Bull.Jpn.Soc.Sci.Fish. 43 (1977) 1441-1443. 

N -Hydroxy-2,2 -iminodipropionic acid amavadine Amanita muscaria (75)... 

Carboxyethyl)-OL-alanine, 9CI. 2,3 -Iminodipropionic acid, 8CI. Alanine-N-propionic acid. p-Alanopine... 

Iminodiacetic acid Iminodipropionic acid N-methyliminodiacetic acid N,N -Ethylenediaminediacetic acid Ethylenediaminetetraacetic acid... 

Iminodipropionic Acid (Diethylamine- 2 l -dic.arlioxijlic acid, 2 2 -dicarboxydiethyl-... 

Deriphat 160C Partial sodium salt of N-lauryl-P-iminodipropionic acid CH2CH2CHCOOH / RN CH2CH2CHCOONa... 

Octopine. Alanine reacts with a-bromopropionic acid in alkaline solution to give a-iminodipropionic acid, which has two asymmetric centers and can exist in two active and one meso form. This reaction has been investigated by Abderhalden and Haase (1931) and by Karrer and Appenzeller (1942) the results were as follows ... 

The rate constants for the reaction of [Ni(nta)(H20)a] with various ligands in their neutral and protonated forms have been reported, as has that for the formation of the bis-complex of nickel(n) with the purine base theophylline. Rate constants have also been reported for the formation of bis-complexes of cobalt(n), nickel(n), and copper(n) with L-proline, L-hydroxypyroline, glycyl-L-leucine, , L-Ieucylglycine, a-alanine, jS-alanine, iminodiacetic acid, iminodipropionic acid, and aspartic acid. ... 

Uses Emulsifier, wetting and penetrating agent dyeing assistant Sodium N-octyl-P-iminodipropionic acid Uses Surfactant used in liq. It.-duly, bansporlalion, alkali, or acid cleaners wetting agent... 

Herdewijn and co-workers have been for some time investigating alternative nucleotide building blocks suitable for synthesis of oligonucleotides based on nucleoside phosphoramidates. Here they have shown that the iminodipropionic acid derivative (5) is a good substrate for HIV-1 RT resulting in -fl primer extension of 91% at 50 pM concentration. Similar results were found for the pyrophosphate mimic (6) with HIV-1 RT. They have also shown that the L-Ala phosphoramidate derivatives are also substrates for HIV-1 RT and for various DNA polymerases. ... 

A -Lauryl-P-iminodipropionic acid, C12-C14 N-alkyl-dimethylaminoacetic acid, lauroylamidopropyl-A, A -dimethylaminoacetic acid, dicarboxylated imidazoline derivatives based on lauric acid and capric acid detection Silica Gel G containing 10% (NH4)2S04 80 19 lCHCl,/MeOH/0.05M H2SO4 Dichlorofluorescein 365 nm 84... 

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