Val-cit-PAB-OH

Product Name: Val-cit-PAB-OH
CAS No.: 159857-79-1
Chemical Name: Val-cit-PAB-OH
Synonyms: H-Val-Cit-PAB-OH;(S)-2-((S)-2-amino-3-methylbutanamido)-N-(4-(hydroxymethyl)phenyl)-5-ureidopentanamide;EOS-61316;al-Cit-PAB-OH;H-Val-Cit-PAB;H-Va1-Cit-PAB;Val-cit-PAB-OH;(D)-VAL-CIT-PAB;NH2-Val-Cit-PAB;ADC linker/ VAL-CIT-PAB
CBNumber: CB92715206
Molecular Formula: C18H29N5O4
Formula Weight: 379.45
MOL File: 159857-79-1.mol

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Val-cit-PAB-OH Property

Melting point:: 168 °C(dec.)
Boiling point:: 715.0±60.0 °C(Predicted)
Density: 1.243±0.06 g/cm3(Predicted)
storage temp.: 2-8°C(protect from light)
solubility: DMF: 10 mg/ml; DMSO: 10 mg/ml; PBS (pH 7.2): 1 mg/ml
form: powder to crystal
pka: 13.75±0.46(Predicted)
color: White to Almost white
InChIKey: VEGGTWZUZGZKHY-GJZGRUSLSA-N
SMILES: [C@H](CCCNC(=O)N)(C(=O)NC1C=CC(=CC=1)CO)NC(=O)[C@@H](N)C(C)C

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Safety

HS Code: 2924.29.7790

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 934356
Product name: Val-cit-PAB-OH
Purity: ≥95%
Packaging: 50MG
Price: $68.71
Updated: 2025/07/31

Sigma-Aldrich

Product number: 934356
Product name: Val-cit-PAB-OH
Purity: ≥95%
Packaging: 100MG
Price: $137.05
Updated: 2025/07/31

TCI Chemical

Product number: V0155
Product name: Val-Cit-PAB-OH
Packaging: 25MG
Price: $160
Updated: 2025/07/31

TCI Chemical

Product number: V0155
Product name: Val-Cit-PAB-OH
Packaging: 100MG
Price: $482
Updated: 2025/07/31

TRC

Product number: V091545
Product name: Val-cit-PAB-OH
Packaging: 100mg
Price: $580
Updated: 2021/12/16

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Val-cit-PAB-OH Chemical Properties,Usage,Production

Description

Val-Cit-PAB-OH is a peptide cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). The Val-Cit will specifically be cleaved by Cathepsin B.

Uses

Val-cit-PAB-OH acts as a reagent in the preparation of cell-penetrating peptidic GRP78 ligand for tumor cell-specific prodrug therapy, preparation of monomethylvaline derivative conjugates with ligands and antibodies for cancer treatment.

Synthesis

159858-22-7

159857-79-1

The general procedure for synthesizing compound (CAS:159858-22-7) from compound (CAS:159857-79-1) is as follows: first, Fmoc-val-cit-PAB-OH (14.61 g, 24.3 mmol, 1.0 equiv; see U.S. Patent No. 6,214,345 by Firestone et al. ) was diluted with DMF (120 mL, 0.2 M). Diethylamine (60 mL) was added to this solution. The progress of the reaction was monitored by HPLC to confirm that the reaction was completed within 2 hours. Subsequently, the reaction mixture was concentrated and the resulting residue was precipitated using ethyl acetate (~100mL) under sonication for 10 minutes. After addition of ether (200 mL), the precipitate was further sonicated for 5 minutes. The solution was allowed to stand for 30 minutes without stirring, then filtered and dried under high vacuum to give Val-cit-PAB-OH, which was used in the next step without further purification. Yield: 8.84 g (96%). Next, Val-cit-PAB-OH (8.0 g, 21 mmol) was diluted with DMF (110 mL) and the resulting solution was treated with MC-OSu (6.5 g, 21 mmol, 1.0 eq.; see Willner et al. 1993, Bioconjugate Chem. 4: 521). After 2 hours of reaction, the completion of the reaction was confirmed on the basis of HPLC. The reaction mixture was concentrated and the resulting oil was precipitated with ethyl acetate (50 mL). After sonication for 15 minutes, ether (400 mL) was added and the mixture was further sonicated until all large particles were broken. The solution was then filtered and the solid dried to give an off-white solid intermediate. Yield: 11.63 g (96%); ES-MS m/z 757.9 [M-H].

IC 50

Protease Cleavable Linker; Cleavable Linker

References

[1] Patent: WO2007/8603, 2007, A1. Location in patent: Page/Page column 137; 165; 166
[2] Patent: WO2007/8848, 2007, A2. Location in patent: Page/Page column 108; 136; 137
[3] Patent: EP2486933, 2015, B1. Location in patent: Paragraph 0495
[4] Patent: WO2017/66668, 2017, A1. Location in patent: Paragraph 000190-000192
[5] Patent: CN107789630, 2018, A. Location in patent: Paragraph 0076; 0077; 0078

Val-cit-PAB-OH Preparation Products And Raw materials

Raw materials

Preparation Products

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Val-cit-PAB-OH Suppliers

China 218 India 5 Japan 1 United States 14 Global 238

Chemyouth Life Science（Suzhou）Co.,Ltd

Tel: 13752065514
Email: jianwei@chemyouth.com
Country: China
ProdList: 133
Advantage: 58

Shenzhen Yuzhong Pharmaceutical Technology Co., Ltd.

Tel: 13414494621
Fax: qq: 30307604
Email: chenchao02lzu@126.com
Country: China
ProdList: 134
Advantage: 58

Hangzhou Sinoda Pharmaceutical Technology Co. LTD

Tel: 0571-87213919 17306812703
Email: 3007955328@qq.com
Country: China
ProdList: 6979
Advantage: 58

Hygeia (Chengdu) pharmaceutical technique Co., Ltd

Tel: 028-84502008 13568869383
Fax: 028-66476329
Email: sales@hygeiapharm.com
Country: China
ProdList: 294
Advantage: 55

Zhongke Huayao (Jiangsu) Biotechnology Co., Ltd

Tel: 13770887460
Email: wenxi@jszkhy.com
Country: China
ProdList: 1354
Advantage: 58

Beijing InnoChem Science & Technology Co., Ltd.

Tel: 15652467323
Email: sales@inno-chem.com.cn
Country: China
ProdList: 8293
Advantage: 58

Wuxi Donghe Pharmaceutical Technology Co., Ltd.

Tel: 63313187 15358055255
Fax: QQ：63313187
Email: 63313187@qq.com
Country: China
ProdList: 1984
Advantage: 58

Suzhou Sino Rare Chemical Co., Ltd.

Tel: 512-62857507
Email: sales@sinorarechem.com
Country: China
ProdList: 690
Advantage: 58

Shanghai Send Pharmaceutical Technology Co., Ltd.

Tel: +86-021-50266790 Q2086672224
Fax: 021-50266790
Email: sale@shsendpharm.com
Country: China
ProdList: 214
Advantage: 50

Shanghai Boyle Chemical Co., Ltd.

Tel
Fax: 86-21-57758967
Email: sales@boylechem.com
Country: China
ProdList: 2922
Advantage: 55

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View Lastest Price from Val-cit-PAB-OH manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: Val-cit-PAB-OH 159857-79-1
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-10-13

Xian confluore Biological Technology Co., Ltd.

Product: Val-Cit-PAB-OH 159857-79-1
Price: US $0.00/g
Min. Order: 5g
Purity: >95.00%
Supply Ability: 5g
Release date: 2024-03-29

Career Henan Chemical Co

Product: Val-cit-PAB-OH 159857-79-1
Price: US $1.00/g
Min. Order: 1g
Purity: ≥98%
Supply Ability: g/kg/Ton
Release date: 2020-03-05

159857-79-1, Val-cit-PAB-OHRelated Search:

Peptide T A20FMDV2 Peptide synthesis Peptide impurity peptide CRO OGP (Ostegenic Growth Peptide) Peptide phosphorylation marker Peptide fluorescent modification GMP peptide CMO FMoc-Val-Cit-PAB-PNP pyrene-2,7-diyldiboronic acid Fmoc-Val-Cit-OH FMoc-Val-Cit-PAB MC-Val-Cit-PAB

(S)-2-((R)-2-amino-3-methylbutanamido)-N-(4-(hydroxymethyl)phenyl)-5-ureidopentanamide

EOS-61316

(S)-2-((S)-2-amino-3-methylbutanamido)-N-(4-(hydroxymethyl)phenyl)-5-ureidopentanamide

L-Ornithinamide, L-valyl-N5-(aminocarbonyl)-N-[4-(hydroxymethyl)phenyl]-

Val-cit-PAB-OH

L-Valyl-N5-(aminocarbonyl)-N-[4-(hydroxymethyl)phenyl]-L-ornithinamide

NH2-Val-Cit-PAB

(D)-VAL-CIT-PAB

al-Cit-PAB-OH

H-Val-Cit-PAB-OH

2-(4-(((2,6-dimethylbenzoyl)oxy)methyl)phenyl)aceticacid

H-Val-Cit-PAB

(2S)-2-[[(2S)-2-amino-3-methyl-butanoyl]amino]-N-[4-(hydroxymethyl)phenyl]-5-ureido-pentanamide

H-Va1-Cit-PAB

ADC linker/ VAL-CIT-PAB

(S)-2-((S)-2-amino-N-(4-(hydroxymethyl)phenyl)-3-methylbutanamido)-5-ureidopentanamide

159857-79-1

Linker

ADC LINKER

ADCs

ADC-Linkers