Boc-Asp(Obzl)-OH | (2S)-4-(Benzyloxy)-2-[(tert-butoxycarbonyl)amino]-4-oxobutanoic acid | N-protective Amino Acid

Size	Price	VIP Price	US Stock	Global Stock	In Stock
{[ item.pr_size ]}		Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

{[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

Quality Control of Boc-Asp(Obzl)-OH Purity: 98% SDS Specification

COA

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

NMR

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

CNMR

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

HPLC

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

LC-MS

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

1-2 Day Shipping
High Quality
Technical Support

Product Citations

N-Succinylaspartic-Acid-Conjugated Riluzole Is a Safe and Potent Colon-Targeted Prodrug of Riluzole against DNBS-Induced Rat Colitis

Kim, Jaejeong ; Kang, Changyu ; Yoo, Jin-Wook ; Yoon, In-Soo ; Jung, Yunjin ;

DOI: 10.3390/pharmaceutics15112638 PubMed ID: 38004616 Pharmaceutics,2023,15(11):2638.

Abstract: In our previous study, riluzole azo-linked to salicylic acid (RAS) was prepared as a colon-targeted prodrug of riluzole (RLZ) to facilitate the repositioning of RLZ as an anticolitic drug. RAS is more effective against rat colitis than RLZ and sulfasalazine, currently used as an anti-inflammatory bowel disease drug. The aim of this study is to further improve colon specificity, anticolitic potency, and safety of RAS. N-succinylaspart-1-ylRLZ (SAR) and N-succinylglutam-1-ylRLZ (SGR) were synthesized and evaluated as a ""me-better"" colon-targeted prodrug of RLZ against rat colitis. SAR but not SGR was converted to RLZ in the cecal contents, whereas both conjugates remained intact in the small intestine. When comparing the colon specificity of SAR with that of RAS, the distribution coefficient and cell permeability of SAR were lower than those of RAS. In parallel, oral SAR delivered a greater amount of RLZ to the cecum of rats than oral RAS. In a DNBS-induced rat model of colitis, oral SAR mitigated colonic damage and inflammation and was more potent than oral RAS. Moreover, upon oral administration, SAR had a greater ability to limit the systemic absorption of RLZ than RAS, indicating a reduced risk of systemic side effects of SAR. Taken together, SAR may be a "me-better" colon-targeted prodrug of RLZ to improve the safety and anticolitic potency of RAS, an azo-type colon-targeted prodrug of RLZ.

Keywords: riluzole ; colon-targeted drug delivery ; colitis ; prodrug ; N-succinylated acidic amino acids

Purchased from AmBeed: 13574-13-5 ; 7536-58-5 ; 1744-22-5 ; 530-62-1

Product Details of Boc-Asp(Obzl)-OH

CAS No. :	7536-58-5
Formula :	C₁₆H₂₁NO₆
M.W :	323.34
SMILES Code :	O=C(O)[C@@H](NC(OC(C)(C)C)=O)CC(OCC1=CC=CC=C1)=O
Synonyms :	(2S)-4-(Benzyloxy)-2-[(tert-butoxycarbonyl)amino]-4-oxobutanoic acid; Boc-L-Asp(OBn)-OH
MDL No. :	MFCD00065564
InChI Key :	SOHLZANWVLCPHK-LBPRGKRZSA-N
Pubchem ID :	1581888

Safety of Boc-Asp(Obzl)-OH

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302
Precautionary Statements:	P280-P305+P351+P338

Application In Synthesis of Boc-Asp(Obzl)-OH

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 7536-58-5 ]
Downstream synthetic route of [ 7536-58-5 ]

[ 7536-58-5 ] Synthesis Path-Upstream 1~1

1
[ 7536-58-5 ]
[ 6327-59-9 ]

References: [1] Journal of Organic Chemistry, 1993, vol. 58, # 9, p. 2369 - 2376.

[ 7536-58-5 ] Synthesis Path-Downstream 1~35

1
[ 7536-58-5 ]
[ 2886-33-1 ]
[ 104870-31-7 ]

References: [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1988,vol. 27,p. 405 - 408.
[2]Journal of Medicinal Chemistry,1990,vol. 33,p. 2734 - 2744.

2
[ 2488-15-5 ]
[ 7536-58-5 ]
[ 13734-34-4 ]
[ 47355-10-2 ]
Boc-Gly [ No CAS ]
[ 23446-11-9 ]

References: [1]Collection of Czechoslovak Chemical Communications,1991,vol. 56,p. 2209 - 2217.

3
[ 2488-15-5 ]
[ 7536-58-5 ]
[ 13734-34-4 ]
[ 47355-10-2 ]
Boc-Gly-OH, 1-<3-(4-hydroxyphenyl)-1-oxopropoxy>-2,5-pyrrolidinedione [ No CAS ]
[ 72163-37-2 ]

References: [1]Journal of Medicinal Chemistry,1991,vol. 34,p. 1125 - 1136.

4
[ 2488-15-5 ]
[ 7536-58-5 ]
[ 13734-34-4 ]
[ 47355-10-2 ]
Boc-Gly-OH, 1-<3-<(4-carboxymethyl)phenyl>-1-oxopropoxy>-2,5-pyrrolidinedione [ No CAS ]
[ 127153-35-9 ]

References: [1]Journal of Medicinal Chemistry,1991,vol. 34,p. 1125 - 1136.

5
[ 2488-15-5 ]
[ 7536-58-5 ]
[ 13734-34-4 ]
[ 47355-10-2 ]
Boc-Gly-OH, 4-<5-(1,1-dimethylethyl)-2H-tetrazol-5-yl>benzenepropanoic acid [ No CAS ]
[ 127153-43-9 ]

References: [1]Journal of Medicinal Chemistry,1991,vol. 34,p. 1125 - 1136.

6
[ 2488-15-5 ]
[ 7536-58-5 ]
[ 13734-34-4 ]
[ 47355-10-2 ]
Boc-Gly-OH, (+/-)-α-(acetylamino)-4-<2-(1,1-dimethylethyl)-2H-tetrazol-5-yl>benzenepropanoic acid [ No CAS ]
[ 127153-30-4 ]
[ 127153-31-5 ]

References: [1]Journal of Medicinal Chemistry,1991,vol. 34,p. 1125 - 1136.

7
[ 2488-15-5 ]
[ 7536-58-5 ]
[ 13734-34-4 ]
[ 47355-10-2 ]
Boc-Gly-OH, (+/-)-α-(acetylamino)-4-<<2-(1,1-dimethylethyl)-2H-tetrazol-5-yl>methyl>benzenepropanoic acid [ No CAS ]
[ 127153-37-1 ]
[ 127153-38-2 ]

References: [1]Journal of Medicinal Chemistry,1991,vol. 34,p. 1125 - 1136.

8
[ 7536-58-5 ]
[ 13734-34-4 ]
[ 47355-10-2 ]
[ 112695-98-4 ]
Boc-Gly, Boc-Met [ No CAS ]
[ 138432-09-4 ]

References: [1]Collection of Czechoslovak Chemical Communications,1991,vol. 56,p. 2209 - 2217.

9
[ 62965-35-9 ]
[ 7536-58-5 ]
[ 13734-34-4 ]
[ 47355-10-2 ]
Boc-Gly, Boc-Met [ No CAS ]
(S)-3-{(S)-2-[(S)-2-[2-((S)-2-Amino-4-methylsulfanyl-butyrylamino)-acetylamino]-3-(1H-indol-3-yl)-propionylamino]-3,3-dimethyl-butyrylamino}-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid [ No CAS ]

References: [1]Collection of Czechoslovak Chemical Communications,1991,vol. 56,p. 2209 - 2217.

10
[ 7536-58-5 ]
[ 13734-34-4 ]
[ 47355-10-2 ]
[ 124655-17-0 ]
Boc-Gly, Boc-Met [ No CAS ]
(S)-3-{(R)-2-[(S)-2-[2-((S)-2-Amino-4-methylsulfanyl-butyrylamino)-acetylamino]-3-(1H-indol-3-yl)-propionylamino]-3,3-dimethyl-butyrylamino}-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid [ No CAS ]

References: [1]Collection of Czechoslovak Chemical Communications,1991,vol. 56,p. 2209 - 2217.

11
[ 7536-58-5 ]
[ 13734-34-4 ]
[ 47355-10-2 ]
[ 112695-98-4 ]
Boc-Gly, Boc-Met [ No CAS ]
[ 138432-17-4 ]

References: [1]Collection of Czechoslovak Chemical Communications,1991,vol. 56,p. 2209 - 2217.

12
[ 2488-15-5 ]
[ 7536-58-5 ]
[ 13734-34-4 ]
[ 47355-10-2 ]
Boc-Gly-OH, Boc-Tyr(2,6-Cl₂-Bzl)-OH, acetic anhydride [ No CAS ]
[ 143618-03-5 ]

References: [1]Journal of Medicinal Chemistry,1992,vol. 35,p. 3774 - 3783.

13
[ 2488-15-5 ]
[ 7536-58-5 ]
[ 13734-34-4 ]
[ 47355-10-2 ]
Boc-β-Ala-OH, Boc-Tyr(2,6-Cl2-Bzl)-OH, acetic anhydride [ No CAS ]
[ 143631-74-7 ]

References: [1]Journal of Medicinal Chemistry,1992,vol. 35,p. 3774 - 3783.

14
[ 2488-15-5 ]
[ 7536-58-5 ]
[ 13734-34-4 ]
[ 47355-10-2 ]
Boc-NHCH₂CH₂CH₂CH₂COOH, Boc-Tyr(2,6-Cl₂-Bzl)-OH, acetic anhydride [ No CAS ]
[ 143618-05-7 ]

References: [1]Journal of Medicinal Chemistry,1992,vol. 35,p. 3774 - 3783.

15
[ 2488-15-5 ]
[ 7536-58-5 ]
[ 13734-34-4 ]
[ 47355-10-2 ]
Boc-NHCH₂CH₂CH₂COOH, Boc-Tyr(2,6-Cl₂-Bzl)-OH, acetic anhydride [ No CAS ]
[ 143618-04-6 ]

References: [1]Journal of Medicinal Chemistry,1992,vol. 35,p. 3774 - 3783.

16
[ 2488-15-5 ]
[ 7536-58-5 ]
[ 13734-34-4 ]
[ 47355-10-2 ]
Boc-NHCH₂CH₂CH₂CH₂CH₂COOH, Boc-Tyr(2,6-Cl₂-Bzl)-OH, acetic anhydride [ No CAS ]
[ 143618-06-8 ]

References: [1]Journal of Medicinal Chemistry,1992,vol. 35,p. 3774 - 3783.

17
[ 7536-58-5 ]
[ 16741-80-3 ]
Boc-Asp(OBzl)-Cys(Bzl)-OMe [ No CAS ]

References: [1]New Journal of Chemistry,2001,vol. 25,p. 427 - 433.

18
[ 7536-58-5 ]
[ 98045-03-5 ]

References: [1]Organic and Biomolecular Chemistry,2007,vol. 5,p. 1459 - 1465.
[2]Bioorganic and Medicinal Chemistry Letters,2005,vol. 15,p. 15 - 20.
[3]Carbohydrate Research,2013,vol. 382,p. 36 - 42.
[4]Tetrahedron Letters,2014,vol. 55,p. 2274 - 2276.
[5]Patent: WO2009/105774,2009,A2 .

19
[ 2886-33-1 ]
[ 7536-58-5 ]

References: [1]Journal of Organic Chemistry,1993,vol. 58,p. 2369 - 2376.

20
[ 110-89-4 ]
[ 13139-15-6 ]
[ 7536-58-5 ]
[ 13734-34-4 ]
[ 47355-10-2 ]
[ 2188-18-3 ]
Boc-DLRWF-N(CH₂)5 [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry,2010,vol. 18,p. 6099 - 6108.

21
[ 13139-15-6 ]
[ 15761-38-3 ]
[ 7536-58-5 ]
[ 13734-34-4 ]
[ 47355-10-2 ]
[ 2188-18-3 ]
c-(ADLRWF) [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry,2010,vol. 18,p. 6099 - 6108.

22
[ 13139-15-6 ]
[ 7536-58-5 ]
[ 13734-34-4 ]
[ 47355-10-2 ]
[ 2188-18-3 ]
Boc-DLRWF-NH₂ [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry,2010,vol. 18,p. 6099 - 6108.

23
[ 15761-38-3 ]
[ 7536-58-5 ]
[ 13726-85-7 ]
[ 15260-10-3 ]
[ 13836-37-8 ]
[ 61925-77-7 ]
[ 54613-99-9 ]
[ 40350-83-2 ]
RDCCTOOKKCKDKQCKOQRCCA-NH₂, containing three disulfide bonds between Cys3 and Cys15, Cys4 and Cys20, Cys10 and Cys21, O: 4-trans-hydroxyproline [ No CAS ]