2-amino-3-butenoic acid

The allylic HYCRAM derivative was subsequently modified by insertion of a standard amino acid between the aminomethyl resin and the hydroxy butenoic acid moiety. Using this allylic anchor, the resin-linked, glycosylated HIV peptide T-derivative 164 was synthesized by application of Fmoc amino protection and sidechain protection with lert-butyl groups. The lac-tosamine peptide T (165) could be released from the resin by application of the palladium(0)-catalyzed allyl-transfer reaction to V-methyl aniline as the allyl acceptor. 

Figure 6 shows that the dehydrothreonine residue is a derivative of 2-amino-2-butenoic acid. This residue is not easily reduced by sodium borohydride, and complete reduction requires a palladium catalyst (43, 44). Also, the peptide bond involving the amino group of the dehydrothreonine residue is not hydrolyzed by dilute acids whereas that of the dehydroserine residue is labile under the same conditions (44), as will be discussed below. 

L-2-amino-4-(2-amino-3-hydroxypropoxy)-trans>-3-butenoic acid (Rhizobitoxine)... 

The second nitrogen of biotin is incorporated by transamination of keto-aminopelargonic acid, with S-adenosyfinethionine - an apparently unique metabolic role for thus amino acid derivative that is normally a methyl donor. The immediate product of the deamination of S-adenosylmethionine, S-adenosyl-2-oxo-4-methylthiobutyric acid, is unstable and decomposes non-enzymicaUy to 2-oxo-3-butenoic acid and 5 -methyl tbioadenosine. 

If present, these modify the functional group(s), e.g., in 3-amino-2-chloro-2-butenoic acid, ethyl ester, hydrochloride. Modifications are used for anhydrides, esters, and salts of acids, oxides, sulfides, and selenides of ring systems containing P and As, hydrazones, and oximes of carbonyl compounds, salts of amines, etc. 

SYNS 2-BUTENOIC ACID, 3-((e THYL(PROPYL-AMINO)PHOSPHINOTHIOYL)OXY)-, xMETHYL ESTER ... 

C4H5CI02 trans-2 chloro 2-butenoic acid 22038-56-8 40.00 1.1631 2 2895 C4H6N20 3-amino-5-methylisoxazole 1072-67-9 25.00 1.1256 2... 

A polyfunctional organic molecule can contain many different kinds of functional groups, but for nomenclature purposes, we must choose just one suffix. It s not correct to use two sufhxes. Thus, keto ester 3 must be named either as a ketone with an -one. suffix or as an ester with an -oate suffix but can t be named as an -onoate. Similarly, amino alcohol 4 must be named either as an alcohol (-ol) or as an amine i-amine) but can t properly be named as an -olamine. The only exception to this rule is in naming compounds that have double or triple bonds. For example, the unsaturated acid H2C=CHCH2C00H is 3-butenoic acid, and the acetylenic alcohol HCSCCH2CH2CH2CH2OH is 5-hexyn-l-ol. 

L-Vinylglycine hydrochloride 3-Butenoic acid, 2-amino-, hydrochloride, (S)- (10) (75266-38-5)... 

These peptides contain a number of unusual aminoacids including 3,4-dimethylglutamine, [5-methoxytyrosine, 3-methoxyalanine, 2,3-diaminobutanoic acid or 2-amino-2-butenoic acid residues. Papuamides are also the first natural marine-derived peptides reported to contain the 3-hydroxyleucine and homoproline residues, as well as an unprecedented acid moiety N-linked to the terminal glycine residue. Papuamide A (56) was cytotoxic against a panel of human cancer cell lines with a mean IC50 value of 75 ng/ml papuamide A (56) and B (57) inhibited the infection of human lymphoblastoid cells by HIV-1 in vitro with an EC50 of 4 ng/ml. 

N-(Benzyloxycarbonyl)-L-vinylglycine methyl ester 3-Butenoic acid, 2-[[(phenylmethoxy)carbonyl]amino]-, methyl ester, (S)- (10) (75266-40-9) N-(Benzyloxycarbonyl)-L-methionine methyl ester L-Methionine, N-[(phenylmethoxy)carbonyl]-, methyl ester (9) (56762-93-7)... 

Somamide A, a 19-membered macrocyclic depsipeptide isolated from assemblages of the marine cyanobacteria Lyngbya ma-juscula and Schizothrix sp. from the Fijian Islands. The stmcture is characterized by a 3-amino-6-hydroxy-2-piperidone (Ahp) unit, a (Z)-2-amino-2-butenoic acid building block, and a sulfoxide function was confirmed by total synthesis in 2002 [L. M. Nogle et al., J. Nat. Prod. 2001, 64, 716 ... 

Based on an aminoalkylurethane linker attached to the Wang resin 155, Zaragoza et al. developed a solid-phase synthesis of 1,2,3-triazoles. Thus, as shown in Scheme 4.1.30, Wang resin 84 was primarily treated with 4-nitrophenyl chloroformate 153 in the presence of pyridine to give 154 and then reacted with piperazine in DMF to produce 155. Subsequent reaction with a freshly prepared solution of 3-oxobutyric acid phenyl ester afforded resin-bound 3-oxobutyryl piperazine 156. In the presence of triethylorthoformate, the condensation of 156 with primary aliphatic amines readily produced the corresponding 3-amino-2-butenoic acid amides attached to the solid support (157). 

Puwainapliycins. Chlorine-containing cyclic deca-peptides from cultures of the cyanobacterium Ana-baena Bq-I6-I. P. C C56H 1N,20,. Mr 1227.9, [0] -39° (aq. CH3CN). P. contain ( -2-amino-2-butenoic acid (a-dehydrobutyrine, Dhb), 3-O-methyl-L-threo-nine, lV -methyl-L-asparagine, and (2/f,3/f,4S)-3-amino-14-chloro-2-hydroxy-4-methylhexadecanoic acid as unusual amino acid building units. P. C (X=Thr)... 

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